5-Chloro-2-methoxybenzoyl chloride → 4-[5-chloro-2-methoxy-N-(6-methoxybiphenyl-3-yl)benzamido]-butyric acid
Reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][C:6]([NH:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])=[CH:5][CH:4]=1.[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([O:34][CH3:35])=[C:29]([CH:33]=1)[C:30](Cl)=[O:31]>>[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([O:34][CH3:35])=[C:29]([CH:33]=1)[C:30]([N:15]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:6]1[CH:7]=[C:8]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:31]Participants
3
Procedure
Analogously to Example 59, reacting 7.0 g of ethyl 4-(6-methoxybiphenyl-3-yl)aminobutyrate with 4.6 g of 5-chloro-2-methoxybenzoyl chloride, followed by saponification of the intermediate product, yields 7.1 g (70.1% of theory) of 4-[5-chloro-2-methoxy-N-(6-methoxybiphenyl-3-yl)benzamido]-butyric acid, MP 155° to 156°.
Sources & evidence
- ORD record
- ord-8980ef1045c247dda8695d48cc47ee8f
- Source dataset
- uspto-grants-1981_01
- Patent number
- US04243678
Reaction notes
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