Sodium borohydride → HCID 11352119, compound

HRID 730969Notes

Reaction equation

[CH3:1][N:2]([CH3:34])[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([C:13]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[C:20]([CH3:32])[CH:19]=3)([CH2:16][CH3:17])[CH2:14][CH3:15])[S:10][C:9]=2[CH:33]=1)=[O:4].[BH4-].[Na+]>>[CH3:34][N:2]([CH3:1])[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([C:13]([CH2:16][CH3:17])([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([OH:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[C:20]([CH3:32])[CH:19]=3)[CH2:14][CH3:15])[S:10][C:9]=2[CH:33]=1)=[O:4]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 11202435HCID 11202435, compound

Product 1

HCID 11352119HCID 11352119, compoundYield 100%

Procedure

2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzo[b]thiophene-6-carboxylic acid dimethylamide (90 mg, 0.188 mmol) is reduced using NaBH4 (14 mg, 0.376 mmol) in a reaction analogous to Example 2 to afford the title compound (90 mg, 100%).

Workup

customin a reaction analogous to Example 2

Sources & evidence

ORD record: ord-543539ee1a59499096be647e8a4d4e84
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582775B2

Reaction notes

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