ChemicalBook >> CAS DataBase List >>(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

CAS No.
171752-68-4
Chemical Name:
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride
Synonyms
methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate,hydrochloride;Methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride;TDF-DA-M1;Tadalafile N-2;3]dioxol-5-yl)-2;CHEMPACIFIC 51475;Tetrahydrocarbaline;Aliskiren Impurity 65;Tildenafil Impurity 25;Tadalafi Impurity 1 HCI
CBNumber:
CB0840958
Molecular Formula:
C20H18N2O4.ClH
Molecular Weight:
386.83
MDL Number:
MFCD09842269
MOL File:
171752-68-4.mol
Last updated:2026-05-27 22:56:10
Product description Number Pack Size Price
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride TRC-R239590-5G 5g $212
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride TRC-R239590-25G 25g $668
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride TRC-R239590-10G 10g $329
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 97% M21776 5g $17
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 97% M21776 10g $20
More product size

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Properties

Melting point 239-241 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly, Sonicated), Methanol (Slightly)
form Solid
color Off-White to Pale Yellow
Stability Hygroscopic
InChI InChI=1/C20H18N2O4.ClH/c1-24-20(23)15-9-13-12-4-2-3-5-14(12)21-19(13)18(22-15)11-6-7-16-17(8-11)26-10-25-16;/h2-8,15,18,21-22H,9-10H2,1H3;1H/t15-,18-;/s3
InChIKey ROYJOKDTCKPQHK-QHWQFTOMNA-N
SMILES C12[C@@H](C3=CC=C4OCOC4=C3)N[C@H](CC=1C1C(=CC=CC=1)N2)C(OC)=O.Cl |&1:1,12,r|

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-R239590-5G (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 171752-68-4 5g $212 2026-06-03 Buy
TRC TRC-R239590-25G (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 171752-68-4 25g $668 2026-06-03 Buy
TRC TRC-R239590-10G (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 171752-68-4 10g $329 2026-06-03 Buy
Synthonix M21776 (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 97% 171752-68-4 5g $17 2026-05-06 Buy
Synthonix M21776 (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride 97% 171752-68-4 10g $20 2026-05-06 Buy
Product number Packaging Price Buy
TRC-R239590-5G 5g $212 Buy
TRC-R239590-25G 25g $668 Buy
TRC-R239590-10G 10g $329 Buy
M21776 5g $17 Buy
M21776 10g $20 Buy

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Chemical Properties,Uses,Production

Uses

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride is a key pharmaceutical intermediate used in the synthesis of the drug tadalafil. Tadalafil is a phosphodiesterase 5 (PDE5) inhibitor primarily used to treat erectile dysfunction and benign prostatic hyperplasia in men.

Preparation

D-tryptophan methyl ester hydrochloride and piperonal chloride dissolved in redistilled tetrahydrofuran and then added trifluoroacetic acid. Stir the reaction at 30 ° C for 10 h under the protection of nitrogen. Add sodium triacetoxyborohydride and continue the reaction for 3 hours. After the reaction is monitored by a TLC plate, the reaction solution is concentrated to about 10 mL, deionized water is added, and extracted with ethyl acetate twice. Saturated sodium chloride was washed twice, and dried under reduced pressure to obtain (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride. The yield was 86.95%, the purity was 98.76%.
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Spectrum

INTERMEDIATES OF TADALAFIL:(1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, CIS ISOMER, HYDROCHLORIDE 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro- 1H-Pyrido[3,4-b]indole-3-carboxylicacid methylester, monohydrochloride, (1R,3R)- (1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORIDE CHEMPACIFIC 51475 cis-(1R,3R)-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride (1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro- 1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride (1R, 3R)-9H-PYRIDO[3,4-B] INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1- (3,4-METHYLENDIOXYPHENYL), METHYL ESTER, HYDROCHLORIDE (1R,3R)-1-BENZO[1,3]DIOXOL-5-YL-2,3,4,9-TETRAHYDRO-1H-Β-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-, methyl ester, hydrochloride (1:1), (1R,3R) methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate,hydrochloride (1R,3R)-9h-pyrido[3,4-b]indole-3-carboxylicacid,1,2,3,4 -tetrahydro-1-(3,4-methylenedioxyphenyl), methyl ester, hydrochloride(Tadalafil Intermediates) (1R,3R)-9H-Pyrido[3,4-B]Indol-3-Carboxylic Acid 1,2,3,4-Terahydro-1-(3,4-Methylendioxyphenyl),Methyl Ester Hydrochloride (1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORID (1R,3R)-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride Tadalafil Impurity 1 HCl Methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride cis-(1r,3r)-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylic acid methyl ester cis-(1R,3R)-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl) -9H-pyrido[3,4-b]indole-3-carboxy cis-(1R,3R)-1,2,3,4-Tetrah Tadalafil impurity 20/methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride (1R,3R)-9H-pyrido[3,4-B]indole-3-carboxylic Tadalafil intermediate-API (1R,3R)-METHYL 1-(BENZO[D][1,3]DIOXOL-5-YL)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE HCL cis-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride (1R, 3R) -9H-pyridyl [3,4-B] indole-3-carboxylic acid, (1R, 3R) -9H-pyridyl [3,4-B] indole-3-carboxylic acid, 1,2,3, 4-tetrahydro-1 - (3, 4-methylene dioxyphenyl), Tadalafil intermediates,(1R,3R)-9H-pyrido[3,4-B]indole-3- carboxylic acid, 1,2,3,4-tetrahydro-1- (3,4-methylenedioxyphenyl), methyl ester, hydrochloride Tadalafile N-2 (1R,3R)-9H-pyrido[3,4-B]indole-3-carboxylic acid, 1,2,3,4-te... Intermediate of Tadalafil 2 methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL) (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-Pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride (1:1) (1R3R)-9H-PYRIDO[3.4-BJINDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3.4-METHYLENEDIOXYPH ENYL) Tetrahydrocarbaline Cis - (1R, 3R) -1,2,3,4-tetrahydro-1- (3,4-methylenedioxyphenyl) -9H pyridino [3,4-B] indole-3-carboxylic acid methyl ester hydrochloride TDF-DA-M1 TadalafilCis-intermediate Tadalafil Impurity 16 HCl Aliskiren Impurity 65 Tadalafil Impurity 22 HCl Tadanafil intermediates 2 (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester monohydrochlor 3]dioxol-5-yl)-2 3R)-Methyl 1-(benzo[d][1 4-b]indole-3-carboxylate hydrochloride (1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORIDE (1R,3R)-1-(Benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-3-carboxylic acid methyl ester HCl Tadalafil Impurity 70 HCl Tildenafil Impurity 25 Tadalafi Impurity 1 HCI 171752-68-4 17152-68-4 C20H18N2O4HCl Intermediate of Tadalafil