Hydrochloric Acid → 1-(3-aminopropyl)-2-(methoxycarbonyl)-1H-benzimidazole-6-carboxylic acid hydrochloride

HRID 1521687Notes

Reaction equation

HRID 1521687 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16]2[CH:17]=[C:18]([C:21]([OH:23])=[O:22])[CH:19]=[CH:20][C:15]=2[N:14]=[C:13]1[C:24](OC)([O:27]C)[O:25][CH3:26])=O)(C)(C)C.[ClH:31]>CO>[ClH:31].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16]2[CH:17]=[C:18]([C:21]([OH:23])=[O:22])[CH:19]=[CH:20][C:15]=2[N:14]=[C:13]1[C:24]([O:25][CH3:26])=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 672353441-{3-[(tert-Butoxycarbonyl)amino]propyl}-2-(trimethoxymethyl)-1H-benzimidazole-6-carboxylic acid2×

Product 1

HCID 672365501-(3-aminopropyl)-2-(methoxycarbonyl)-1H-benzimidazole-6-carboxylic acid hydrochlorideYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-{3-[(tert-Butoxycarbonyl)amino]propyl}-2-(trimethoxymethyl)-1H-benzimidazole-6-carboxylic acid (Intermediate A, 20 g, 68.7 mmol) in methanol (200 mL) is added conc. HCl (5 mL) and the reaction mixture is stirred at room temperature for 1 h. The solvent is evaporated to afford the title compound as a solid (20 g, 92%) which is used in the next reaction without purification.

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-6cb53b1d9b8f4e2e859b91a782b66ac0
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

Loading…