4-Phenylbenzoyl chloride → HCID 86588728, compound

HRID 1244653Notes

Reaction equation

HRID 1244653 reaction equation
[CH2:1]([O:3][C@@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][NH:23][CH3:24])[CH:17]=2)=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH3:2].[C:25]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:30]=[CH:29][C:28]([C:31](Cl)=[O:32])=[CH:27][CH:26]=1>>[C:25]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:30]=[CH:29][C:28]([C:31]([N:23]([CH2:22][C:18]2[CH:17]=[C:16]([C:13]3[CH:14]=[CH:15][C:10]([CH2:9][C@H:4]([O:3][CH2:1][CH3:2])[C:5]([O:7][CH3:8])=[O:6])=[CH:11][CH:12]=3)[CH:21]=[CH:20][CH:19]=2)[CH3:24])=[O:32])=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 841514-Phenylbenzoyl chlorideHCID 86588727HCID 86588727, compound

Product 1

HCID 86588728HCID 86588728, compoundYield 47.3%

Procedure

In a manner similar to Example 1(g), by reacting 500 mg (1.5 mmol) of methyl (S)-2-ethoxy-3-(3′-methylaminomethylbiphenyl-4-yl)propionate with 680 mg (3.1 mmol) of 4-biphenylcarboxylic acid chloride, 360 mg (47%) of the expected product are obtained after purification by chromatography on a silica column eluted with a heptane and ethyl acetate (70/30) mixture.

Sources & evidence

ORD record
ord-fcb4d58b977c47018a9b2938b55d035c
Source dataset
uspto-grants-2006_10
Patent number
US07122564B2

Reaction notes

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