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4-Chloro-5H-pyrrolo[3,2-d] pyrimidine

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine structure

CAS No.: 84905-80-6

Chemical Name:: 4-Chloro-5H-pyrrolo[3,2-d] pyrimidine

Synonyms: SW-58;SWF-58;4-CHLORO-5H-PYRROLO[3;6-chloro-9-deaza-7H-puri;4-Chloro-5H-pyrrolo[3,2-d...;4-chloro-5H-pyrrolo[2,3-c]pyridine;4-CHLORO-5H-PYROLO-[3,2-d]PYRIMIDINE;5H-Pyrrolo3,2-dpyrimidine, 4-chloro-;4-Chloro-5H-pyrrol[3,2-d] pyrimidine;4-chloro-1H-pyrrolo[3,2-d]pyriMidine

CBNumber:: CB6771371

Molecular Formula:: C6H4ClN3

Molecular Weight:: 153.57

MDL Number:: MFCD06658411

MOL File:: 84905-80-6.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-09-12 18:54:24

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4-Chloro-5H-pyrrolo[3,2-d] pyrimidine Properties

Melting point	186-188 °C (decomp)(Solv: water (7732-18-5); ethanol (64-17-5))
Boiling point	325.9±22.0 °C(Predicted)
Density	1.531±0.06 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
form	solid
pka	11.58±0.40(Predicted)
color	Off-white
InChI	InChI=1S/C6H4ClN3/c7-6-5-4(1-2-8-5)9-3-10-6/h1-3,8H
InChIKey	ZGJDDWOXVGDTSP-UHFFFAOYSA-N
SMILES	C1=NC(Cl)=C2NC=CC2=N1

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H319-H335-H302+H312+H332-H315
Precautionary statements	P271-P260-P280
HazardClass	IRRITANT
HS Code	2933599590

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine price More Price(57)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
AstaTech	CL3423	4-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 97%	84905-80-6	1G	$20	2026-04-30	Buy
AstaTech	CL3423	4-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 97%	84905-80-6	5G	$60	2026-04-30	Buy
AstaTech	CL3423	4-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 97%	84905-80-6	25G	$220	2026-04-30	Buy
Apolloscientific	OR46059	4-Chloro-5H-pyrrolo[3,2-d]pyrimidine 98%	84905-80-6	1g	$21	2026-06-04	Buy
Chem-Impex	18988	4-Chloro-5H-pyrrolo[3,2-d] pyrimidine ≥96%(HPLC)	84905-80-6	1G	$36.65	2026-05-19	Buy

Product number	Packaging	Price	Buy
CL3423	1G	$20	Buy
CL3423	5G	$60	Buy
CL3423	25G	$220	Buy
OR46059	1g	$21	Buy
18988	1G	$36.65	Buy

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine Chemical Properties, Uses, Production

Description

4-Chloro-5H-pyrrolo[3,2-d]pyrimidine is a purine analog that inhibits the growth of bacteria by binding to the enzyme DNA gyrase. It has been shown to be effective against staphylococcus and Mycobacterium tuberculosis.

Uses

4-Chloro-5H-pyrrolo[3,2-d]pyrimidine is a chlorinated pyrrolopyrimidine used in the preparation of compounds with antibacterial and antitumor activities.

Application

4-Chloro-5H-pyrrolo[3,2-d]pyrimidine binds to the enzyme DNA gyrase and prevents it from breaking down the bacterial DNA. This drug also has antimycobacterial activity due to its ability to bind to the enzyme RNA polymerase.

Synthesis

1,5-DIHYDRO-4H-PYRROLO[3,2-D]PYRIMIDIN-4-ONE

5655-01-6

84905-80-6

Step 4: Preparation of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (32e). 3H,5H-pyrrolo[3,2-d]pyrimidin-4-one (32d) (31.08 g, 230 mmol) was placed under a nitrogen atmosphere and phosphoryl chloride (60 mL, 644 mmol) was added. The reaction mixture was heated to reflux for 1 h, during which the mixture was observed to transform into a black homogeneous solution. Upon completion of the reaction, the mixture was cooled in an ice-water bath and subsequently slowly poured into crushed ice (775 mL) under stirring. The pH of the aqueous solution was slowly adjusted to about 8 with concentrated ammonia (225 mL) while keeping the mixture cool. The resulting precipitate was collected by vacuum filtration and washed with cold water. The solid was transferred to a drying tray and dried under vacuum at 110 °C to afford 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (32e) (31.48 g, 89% yield) as a dark gray solid. To obtain an analytically pure sample, it was purified by silica gel column chromatography (eluent: EtOAc-hexane, 35:65) and the relevant fractions were collected and concentrated. Grinding of the solid with EtOAc-MeOH mixed solvent afforded an off-white solid 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (32e) with a melting point >150 °C (decomposition).1H NMR (DMSO-d6) δ 12.43 (s, D2O exchangeable, 1H), 8.61 (s, 1H), 7.97 (dd, J = 2.8, 2.8 Hz; D2O-exchangeable to d, 1H), 6.72 (dd, J = 1.7, 3.5 Hz; D2O-exchangeable to d, 1H).13C NMR (DMSO-d6) δ 151.30, 149.58, 142.12, 134.83, 124.32, 102.70.IR (pure sample) 3128, 3078, 2979, 1621 cm-1. MS (ES+) m/z 154.01 (100%, [M+H]+), 156.01 (33%). Elemental analysis (C6H4N3Cl) Calculated values: C, 46.93; H, 2.63; N, 27.36; Cl, 23.09. Measured values: C, 47.10; H, 2.79; N, 27.15; Cl, 22.93.

References

[1] Organic Process Research and Development, 2009, vol. 13, # 5, p. 928 - 932
[2] Patent: WO2014/78778, 2014, A2. Location in patent: Page/Page column 105
[3] Journal of Organic Chemistry, 2011, vol. 76, # 21, p. 8658 - 8669
[4] Patent: WO2008/70507, 2008, A2. Location in patent: Page/Page column 150-151
[5] Patent: US2012/202785, 2012, A1. Location in patent: Page/Page column 129

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine synthesis

Synthesis of 4-Chloro-5H-pyrrolo[3,2-d] pyrimidine from 1,5-Dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine Preparation Products And Raw materials

Raw materials

1,5-Dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Preparation Products

7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine 4-Chloro-5-isopropyl-5H-pyrrolo[3,2-d]pyrimidine 4-Chloro-5-ethyl-5H-pyrrolo[3,2-d]pyrimidine

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine Suppliers

Global Suppliers ( 225)

Supplier	Tel	Email	Country	ProdList	Advantage
Taizhou Blazer Biomedical Technology Co., Ltd.	0523-86112008 13915404123	sales@blazerbio.com	China	285	58
Shanghai Xchemtech Co., Ltd.	17721086216	andrew@xchemtech.com	China	145	58
Hangzhou Mingma Technology Co., LTD	17621758100	sales@sunmatech.com	China	139	58
Gansu Haotian PharmaTech Co.,Ltd.	17789447501	zhuanxiajiang@haotianpharm.com	China	211	58
XIANBAISI BIOPHARMACEUTICAL	19109577350	19109577350@163.com	China	35	58
Nanbu County Chengxin Technology Co., Ltd.	0838-5675166 15883665058	nbcxkj@126.com	China	956	55
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
ChemFuture PharmaTech (Jiangsu) Ltd	5108538618	suger.wang@chemfuture.com	China	832	65
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Wuhan Chemwish Technology Co., Ltd	86-027-67849912	sales@chemwish.com	China	35884	56

Supplier	Advantage
Taizhou Blazer Biomedical Technology Co., Ltd.	58
Shanghai Xchemtech Co., Ltd.	58
Hangzhou Mingma Technology Co., LTD	58
Gansu Haotian PharmaTech Co.,Ltd.	58
XIANBAISI BIOPHARMACEUTICAL	58
Nanbu County Chengxin Technology Co., Ltd.	55
J & K SCIENTIFIC LTD.	76
ChemFuture PharmaTech (Jiangsu) Ltd	65
Energy Chemical	61
Wuhan Chemwish Technology Co., Ltd	56

View Latest Price from 4-Chloro-5H-pyrrolo[3,2-d] pyrimidine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-04-04	4-Chloro-5H-pyrrolo[3,2-d]pyrimidine 84905-80-6		1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.
2020-05-15	4-Chloro-5H-pyrrolo[3,2-d]pyriMidine 84905-80-6	$1.00	1KG	99%	20T	Shaanxi Dideu Medichem Co. Ltd
2019-07-06	4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE 84905-80-6	$500.00	1KG	98%	1ton	Career Henan Chemical Co

4-Chloro-5H-pyrrolo[3,2-d]pyrimidine
84905-80-6
98%
Henan Aochuang Chemical Co.,Ltd.

4-Chloro-5H-pyrrolo[3,2-d]pyriMidine
84905-80-6
$1.00
99%
Shaanxi Dideu Medichem Co. Ltd

4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE
84905-80-6
$500.00
98%
Career Henan Chemical Co

4-Chloro-5H-pyrrolo[3,2-d] pyrimidine Spectrum

4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE(84905-80-6)MS 4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE(84905-80-6)¹HNMR 4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE(84905-80-6)IR1 4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE(84905-80-6)IR2

84905-80-6 (4-Chloro-5H-pyrrolo[3,2-d] pyrimidine) Related Search:

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4-Chloro-5H-pyrrol[3,2-d] pyrimidine 5H-Pyrrolo3,2-dpyrimidine, 4-chloro- 4-chloro-5H-pyrrolo[2,3-c]pyridine 4-Chloro-5H-pyrrolo[3,2-d... 6-chloro-9-deaza-7H-purine, 4-chloro-3H,5H-pyrrolo[3,2-d]pyriMidine, 4-Chloropyrrolo<3,2-d>pyriMidine 4-chloro-1H-pyrrolo[3,2-d]pyriMidine 6-chloro-9-deaza-7H-puri 4-CHLORO-5H-PYRROLO[3 SWF-58 SW-58 4-CHLORO-5H-PYROLO-[3,2-d]PYRIMIDINE 4-Chloro-5H-pyrrolo[3,2-d] pyrimidine 84905-80-6 4905-80-6 Heterocycle-Pyrimidine series CHIRAL CHEMICALS Heterocycles series