Sodium hydride → 8-[2-Oxo-3-(3-trifluoromethylbenzyl)-benzimidazolin-1-yl]-caprylic acid methyl ester

HRID 355049Notes

Reaction equation

HRID 355049 reaction equation
[H-].[Na+].[CH3:3][O:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[NH:15][C:14]1=[O:22].[F:24][C:25]([F:35])([F:34])[C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29]Cl>CN(C=O)C>[CH3:3][O:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:26]([C:25]([F:24])([F:34])[F:35])[CH:27]=2)[C:14]1=[O:22]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 697163-(Trifluoromethyl)benzyl chlorideHCID 129611718-(2-Oxobenzimidazolin-1-yl)-caprylic acid methyl ester

Product 1

HCID 542601018-[2-Oxo-3-(3-trifluoromethylbenzyl)-benzimidazolin-1-yl]-caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produced as described in example 1 from 0.72 g. of NaH (80% suspension in mineral oil), 7 g. of 8-(2-oxo-benzimidazolin-1-yl)-caprylic acid methyl ester, 100 cc. of DMF, 4.7 g. of 3-trifluoromethylbenzylchloride and 0.72 g. of NaJ. Eluant for chromatographic purification: hexane/ethylacetate.

Workup

  1. customThe product is produced
  2. customEluant for chromatographic purification

Sources & evidence

ORD record
ord-ec257a1781bc48dc815f712c9b51ca41
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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