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Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate structure

CAS No.: 139481-44-0

Chemical Name:: Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

Synonyms: 1-[(2´Azilsartan-19;Methyl 1-[(2´Azilsartan Impurity S;Azilsartan Impurity 31;Azilsartan Impurity 21;Azilsartan Impurity 27;Azilsartan Impurity 76;Azilsartan interMediate;Azilsartan interMediate B

CBNumber:: CB51009654

Molecular Formula:: C25H21N3O3

Molecular Weight:: 411.45

MDL Number:: MFCD09031384

MOL File:: 139481-44-0.mol

MSDS File:: SDS

Last updated:2025-08-11 20:06:53

Product description	Number	Pack Size	Price
Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	M3197	25G	$67
Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	M3197	100G	$204
1-[(2''-Cyano-1,1''-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylicAcidMethylEster	C988330	100g	$595
1H-BENZIMIDAZOLE-7-CARBOXYLIC ACID, 1-[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]-2-ETHOXY-METHYL ESTER 95.00%	CHM0077727	10MG	$779.63
Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	W3051	500g	$860
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Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Properties

Melting point	168 °C
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly, Sonicated)
form	Solid
color	Off-White to Light Yellow
InChI	InChI=1S/C25H21N3O3/c1-3-31-25-27-22-10-6-9-21(24(29)30-2)23(22)28(25)16-17-11-13-18(14-12-17)20-8-5-4-7-19(20)15-26/h4-14H,3,16H2,1-2H3
InChIKey	KSXLHOFDCDKQLH-UHFFFAOYSA-N
SMILES	C1(OCC)N(CC2=CC=C(C3=CC=CC=C3C#N)C=C2)C2=C(C(OC)=O)C=CC=C2N=1

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H319-H302-H315-H312-H332

Precautionary statements

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312

NFPA 704

	0
2		0

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate price More Price(17)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TCI Chemical	M3197	Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	139481-44-0	25G	$67	2025-07-31	Buy
TCI Chemical	M3197	Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	139481-44-0	100G	$204	2025-07-31	Buy
TRC	C988330	1-[(2''-Cyano-1,1''-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylicAcidMethylEster	139481-44-0	100g	$595	2021-12-16	Buy
American Custom Chemicals Corporation	CHM0077727	1H-BENZIMIDAZOLE-7-CARBOXYLIC ACID, 1-[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]-2-ETHOXY-METHYL ESTER 95.00%	139481-44-0	10MG	$779.63	2021-12-16	Buy
AK Scientific	W3051	Methyl 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate	139481-44-0	500g	$860	2021-12-16	Buy

Product number	Packaging	Price	Buy
M3197	25G	$67	Buy
M3197	100G	$204	Buy
C988330	100g	$595	Buy
CHM0077727	10MG	$779.63	Buy
W3051	500g	$860	Buy

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Chemical Properties,Uses,Production

Description

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate is a key synthetic intermediate in the synthesis of azilsartan, an angiotensin II.1 (AT1) receptor antagonist used in the treatment of hypertension.

Chemical Properties

Pale Yellow Solid

Uses

Intermediate in the synthesis of angiotensin II receptor antagonist.

Synthesis

78-09-1

136304-78-4

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

139481-44-0

Using methyl 3-amino-2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)benzoate (MBA) and tetraethyl orthocarbonate (TEC, 397 kg) as the raw material, the mixture was heated at reflux in the presence of acetic acid (62 kg) at 78 to 82 °C for 1 to 2 hours. After completion of the reaction, the reaction solution was cooled and methanol (1680 L), 24% aqueous sodium hydroxide (65 L) and water (2030 L) were added sequentially. The mixture was stirred at 60 to 30 °C for 2 h and the pH was adjusted with aqueous sodium hydroxide solution to 5 to 7. After cooling to below 5 °C, the precipitated crystals were separated and washed with cold water (2500 L) and cold ethyl acetate (500 L) to obtain the first batch of crystals. The mother liquor and washings were concentrated under reduced pressure, cooled to below 5 °C, and the precipitated crystals were separated and washed with cold ethyl acetate (20 L) to obtain the second batch of crystals. The first and second batches of crystals were combined, dissolved in ethyl acetate (4890 L) and heated to reflux. The crystal seeds were added at about 70 °C and then cooled to 5 °C. The crystals were separated, washed with cold ethyl acetate (200 L) and dried to give methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate (BEC, 361 kg, 84.8% yield). The product melting point was 168.5-169.5 °C. 1H-NMR (200 MHz, CDCl3) δ: 1.42 (3H, t), 3.71 (3H, s), 4.63 (2H, q), 5.59 (2H, s), 7.09 (2H, d), 7.20 (1H, t), 7.45-7.59 (5H, m), 7.69- 7.80 (2H, m), 7.92 (1H, dd).IR (KBr) cm-1: 2225, 1725, 1550, 1480, 1430, 1280, 1250, 1040, 760, 750.

References

[1] Journal of Medicinal Chemistry, 1993, vol. 36, # 15, p. 2182 - 2195
[2] Patent: EP1420016, 2004, A1. Location in patent: Page 18-19
[3] Patent: WO2009/157001, 2009, A2. Location in patent: Page/Page column 3

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate synthesis

Synthesis of Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate from Tetraethyl orthocarbonate and Azilsartan pharMaceutical interMediate

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Preparation Products And Raw materials

Raw materials

Tetraethyl orthocarbonate Azilsartan pharMaceutical interMediate

Preparation Products

Azilsartan iMpurity I Azilsartan iMpurity A Ethyl-2-Ethoxy-1-[[(2'-(1h-Tetrazol-5-Yl)Biphenyl-4-Yl)Methyl]Benzimidazole]-7-Carboxylate (Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate 1H-BenziMidazole-7-carboxylic acid, 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]Methyl] -2-ethoxy-, Methyl ester

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Suppliers

Global( 343)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Sinopharm International Guangzhou Ltd.	+86-2038033341 +86-18520036739	zhuluqiang@sinopharm.com	China	76	58
Hebei Chuanghai Biotechnology Co., Ltd	+8615350571055	Sibel@chuanghaibio.com	China	8772	58
Sichuan Zhuoyu Yantang Technology Co., Ltd.	+8613288715578	sales@sichuanzyyt.com	China	12247	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971	deasea125996@gmail.com	China	2472	58
Anhui Ruihan Technology Co., Ltd	+8617756083858	daisy@anhuiruihan.com	China	973	58
Hebei Zhuanglai Chemical Trading Co Ltd	+86-16264648883	niki@zlchemi.com	China	7245	58
Handan City Zechi trading Co., LTD	+8619003396151	13165586887@163.com	China	575	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29734	60
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21620	55

Supplier	Advantage
Sinopharm International Guangzhou Ltd.	58
Hebei Chuanghai Biotechnology Co., Ltd	58
Sichuan Zhuoyu Yantang Technology Co., Ltd.	58
Henan Bao Enluo International TradeCo.，LTD	58
Anhui Ruihan Technology Co., Ltd	58
Hebei Zhuanglai Chemical Trading Co Ltd	58
Handan City Zechi trading Co., LTD	58
Capot Chemical Co.,Ltd.	60
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55

View Lastest Price from Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-10-17	Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate 139481-44-0	US $0.00 / kg	1kg	98%min	500kg	WUHAN FORTUNA CHEMICAL CO., LTD
2025-09-28	Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate 139481-44-0	US $1.00 / g	100g	99	1000	Handan City Zechi trading Co., LTD
2025-09-26	Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate 139481-44-0	US $125.00-90.00 / kg	100kg	99.99%	100Tons	Hebei Dangtong Import and export Co LTD

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate
139481-44-0
US $0.00 / kg
98%min
WUHAN FORTUNA CHEMICAL CO., LTD

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate
139481-44-0
US $1.00 / g
99
Handan City Zechi trading Co., LTD

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate
139481-44-0
US $125.00-90.00 / kg
99.99%
Hebei Dangtong Import and export Co LTD

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Spectrum

Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate(139481-44-0)¹HNMR

139481-44-0(Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate)Related Search:

Tribenuron methyl Methyl 4-cyanobenzoate Kresoxim-methyl Methyl carbamate Benzimidazole

Methyl salicylate Methyl benzoate Methylparaben Ethyl-2-Ethoxy-1-[[(2'-Cyanobiphenyl-4-yl) Methyl] Benzimidazole]-7-Carboxylate Methyl anthranilate

Methyl formate METSULFURON METHYL Candesartan Candesartan cilexetil Trityl candesartan

Ethyl -2-ethoxy-1-[[(2-(1Htetrazol-5-yl)biphenyl-4-yl-) methyl] Thiophanate-methyl Methyl

1of4

1H-BENZIMIDAZOLE-7-CARBOXYLICACID, 1-[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]-2-ETHOXY-METHYLESTER 1-(2-cyanobiphenyl-4-yl-methyl)- 2-ethoxybenzimidazole-7-carboxylic acid ethyl ester Azilsartan Impurity 31 1-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-, methyl ester Azilsartan-19 Azilsartan impurity 20/Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate methyl 1-((2'-cyano-[1,1'-biphenyl] Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate 1-[(2'-Cyano-1,1'-biphenyl-4-yl)Methyl]-2-ethoxy-7-benziMidazolecarboxylic Acid Methyl Ester 3-[(2'-Cyanobiphenyl-4-yl)Methyl]-2-ethoxy-3H-benziMidazole-4-carboxylic Acid Methyl Ester Methyl 1-[(2'-Cyanobiphenyl-4-yl)Methyl]-2-ethoxybenziMidazole-7-carbo Methyl 1-((2'-cyanobiphenyl-4-yl)Methyl)-2-ethoxy-1H-benzo[d]iMidazole-7-carboxylate IH-BENZIMIDAZOLE-7-CARBOXXYLIC ACID,1-((2'-CYANO(1,1-BIPHENYL)-4-YL)METHYL)-2-ETHOXY-ETHYL ESTER Methyl1-[(2'-cyanobiphenyl-4-yl)Methyl]-2-ethoxy-benziMidazole-7-carboxylate MeEthyl-2-ethoxy-1-[[(2'-cyanobiphenyl-4-yl)Methyl]benziMidazole]-7 -carboxylate Azilsartan MedoxoMil InterMediate Azilsartan interMediate Methyl1-[(2'-cyanobiphenyl-4-yl)Methyl]-2-ethoxy-1H-benziMidazole-7-carboxylat Azilsartan interMediate B 1-[(2'-Cyanobiphenyl-4-yl)Methyl]-2-ethoxy-1H-benzo[d]iMidazole-7-carboxylic acid Methyl ester 3-[[4-(2-cyanophenyl)phenyl]methyl]-2-ethoxy-4-benzimidazolecarboxylic acid methyl ester -cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Candesartan ester intermediate (methyl C6) Azilsartan Impurity 21 Azilsartan Impurity 27 Azilsartan Impurity S METHYL 1-(2'-CYANOBIPHENYL-4-YL)METHYL-2-ETHOXY BENZIMIDAZOLE-7-CARBOXYLATE(EBC-II) Candesartan (C6) methyl ester intermediates Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate(C6 methylester) Azilsartan Nitrile Methyl Ester Methyl 1-[(2'-Cyanobiphenyl-4-yl) Methyl]-2-Ethoxy-1H-enzimidazole-7-Carboxylate 1-[(2'-Cyano-[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzo[d]imidazole-7-carboxylic Acid Methyl Ester CANDESARTAN INTERMEDIATE(METHYL ESTER C6) Azilsartan & Candesartan Cilexetil intermediates Methyl1-[(2’cynobiphenyl-4-yl)\methyl]-2-ethoxybenzimidazole-7-carboxylate Methyl1-[(2'cynobiphenyl-4-yl)\methyl]-2-ethoxybenzimidazole-7-carboxylatedine-3-carboxylate Azilsartan Impurity 76 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2- ethoxy-1ethyl)-2-H-benzo[d]imidazole-7-carboxylate ethyl 3-((2'-carbamoyl-[1,1'-biphenyl]-4-yl)methyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-Ethoxy-1H-Benzimidazole-7-Carboxylate [CDS-7] Methyl 1-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Methyl 1-(2'-cyanobiphenyl-4-yl)methyl-2-ethoxy-1H-benzodimidazol-7-carboxylate Methyl 2-ethoxy-1-[(2'-cyanobiphenyl-4-yl)-methyl]-1Hbenzimidazole-7-carboxylate Methyl 3-((2'-cyanobiphenyl-4-yl) methyl)-2-ethoxy-3H-benzo [d]imidazole-4-carboxylate Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate Azilsartan Impurity 1 methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl) -2-ethoxy-1H-benzo[d]imidazole-7-carboxylate 1-[(2’-Cyano-1,1’-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylic Acid Methyl Ester 1-[(2'-Cyano[1,1'-biphenyl]-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylicacidmethylester 1-[(2′-Cyano-1,1′-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylic acid methyl ester, CAS 139481-44-0 1-[(2´ -cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate Methyl 1-[(2´ (Z)-Methyl-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7- carboxylate (Intermediate of Azilsartan) 139481-44-0 1883681-10-1 Aromatics Heterocycles