Sodium borohydride → HCID 11751969, compound

HRID 2106464Notes

Reaction equation

[CH3:1][N:2]([CH3:35])[C:3]([C:5]1[O:6][C:7]2[CH:14]=[CH:13][C:12]([C:15]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])=[C:22]([CH3:34])[CH:21]=3)([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:11][C:8]=2[C:9]=1[CH3:10])=[O:4].[BH4-].[Na+]>>[CH3:35][N:2]([CH3:1])[C:3]([C:5]1[O:6][C:7]2[CH:14]=[CH:13][C:12]([C:15]([CH2:16][CH3:17])([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH:28]([OH:33])[C:29]([CH3:31])([CH3:32])[CH3:30])=[C:22]([CH3:34])[CH:21]=3)[CH2:18][CH3:19])=[CH:11][C:8]=2[C:9]=1[CH3:10])=[O:4]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 11784862HCID 11784862, compound

Product 1

HCID 11751969HCID 11751969, compoundYield 100%

Procedure

5-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-3-methyl-benzofuran-2-carboxylic acid dimethylamide (109 mg, 0.228) is reduced with NaBH4 (17 mg, 0.457 mmol) analogous to Example 3 to give the title product (109 mg, 100%).

Sources & evidence

ORD record: ord-2fcedbb1460a49d8aef4bab66f48cbf5
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579488B2

Reaction notes

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