Sodium borohydride → HCID 22063868, compound

HRID 1828209Notes

Reaction equation

HRID 1828209 reaction equation
[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:20]4[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=4)=[N:14][N:15]([CH2:17][CH:18]=[O:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:27][CH3:28])[C:4]1=[O:29])[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:20]4[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=4)=[N:14][N:15]([CH2:17][CH:18]=[O:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:27][CH3:28])[C:4]1=[O:29])[CH3:2].[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:20]4[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=4)=[N:14][N:15]([CH2:17][CH2:18][OH:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:27][CH3:28])[C:4]1=[O:29])[CH3:2]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 86587987HCID 86587987, compound

Product 2

HCID 22063868HCID 22063868, compoundHCID 86587987HCID 86587987, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[4-(1,3-Diethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3-m-tolyl-pyrazol-1-yl]-acetaldehyde is prepared according to the procedures described in Example 339. [4-(1,3-Diethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3-m-tolyl-pyrazol-1-yl]-acetaldehyde (0.03 g) is diluted with methanol (0.5 mL) and is treated with sodium borohydride (0.005 g). The reaction is held at 23° C. for 20 hours. The product is purified on silica gel to give 1,3-Diethyl-5-[1-(2-hydroxy-ethyl)-3-m-tolyl-1H-pyrazol-4-yl]-1,3-dihydro-benzoimidazol-2-one.

Workup

  1. customThe product is purified on silica gel

Sources & evidence

ORD record
ord-7f1a2dec2dca4e1fade2b84bf9bb765e
Source dataset
uspto-grants-2006_06
Patent number
US07056918B2

Reaction notes

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