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171752-68-4

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171752-68-4 Structure

171752-68-4 Structure
IdentificationBack Directory
[Name]

(1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORIDE
[CAS]

171752-68-4
[Synonyms]

TDF-DA-M1
Tadalafile N-2
CHEMPACIFIC 51475
Tetrahydrocarbaline
Aliskiren Impurity 65
Tadalafil Impurity 1 HCl
Tadalafil Impurity 22 HCl
cis-(1R,3R)-1,2,3,4-Tetrah
Tadalafil intermediate-API
Intermediate of Tadalafil 2
[171596-44-4], C20H18N2O4,350.13
1H-Pyrido[3,4-b]indole-3-carboxylicacid
methylester, monohydrochloride, (1R,3R)-
(1R,3R)-9H-pyrido[3,4-B]indole-3-carboxylic
1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-
(1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID
1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL)
methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1
(1R,3R)-9H-pyrido[3,4-B]indole-3-carboxylic acid, 1,2,3,4-te...
cis-(1R,3R)-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl) -9H-pyrido[3,4-b]indole-3-carboxy
(1R3R)-9H-PYRIDO[3.4-BJINDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3.4-METHYLENEDIOXYPH ENYL)
(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
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)-1-BENZO[1,3]DIOXOL-5-YL-2,3,4,9-TETRAHYDRO-1H-Β-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER 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
cis-(1r,3r)-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylic acid methyl ester
(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
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-Pyrido[3,4-B]Indol-3-Carboxylic Acid 1,2,3,4-Terahydro-1-(3,4-Methylendioxyphenyl),Methyl Ester Hydrochloride
(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)-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)
(1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORID
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, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), 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, HYDROCHLORIDE
(1R, 3R)-9H-PYRIDO[3,4-B] INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1- (3,4-METHYLENDIOXYPHENYL), 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)
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
Cis - (1R, 3R) -1,2,3,4-tetrahydro-1- (3,4-methylenedioxyphenyl) -9H pyridino [3,4-B] indole-3-carboxylic acid methyl ester 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)
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
(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),
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
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C20H19ClN2O4
[MDL Number]

MFCD09031373
[MOL File]

171752-68-4.mol
[Molecular Weight]

386.829
Chemical PropertiesBack Directory
[Melting point ]

239-241 °C
[storage temp. ]

Inert atmosphere,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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

(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)1HNMR
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