Butyric acid, 4-(p-chloro-N-2,6-xylylbenzamido)- → HCID 22814602, compound

HRID 1413610Notes

Reaction equation

HRID 1413610 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]([CH2:17][CH2:18][CH2:19][C:20](O)=[O:21])[C:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:16])=[O:7])=[CH:4][CH:3]=1.[NH:25]1[CH2:34][CH2:33][CH2:32][C@H:26]1[C:27]([O:29][CH2:30][CH3:31])=[O:28]>>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]([CH2:17][CH2:18][CH2:19][C:20]([N:25]2[CH2:34][CH2:33][CH2:32][C@H:26]2[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:21])[C:9]2[C:10]([CH3:16])=[CH:11][CH:12]=[CH:13][C:14]=2[CH3:15])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 35383Butyric acid, 4-(p-chloro-N-2,6-xylylbenzamido)-HCID 79888L-Proline, ethyl ester

Product 1

HCID 22814602HCID 22814602, compound

Procedure

Analogously to Example 1, by using equivalent quantities, reacting N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyric acid and ethyl L-prolinate and suitable processing produces ethyl N-[N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-L-prolinate (oil), saponification of which and processing of the reaction product yields N-[N-p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-L-proline (M.P. 129° to 131°).

Sources & evidence

ORD record
ord-58837ff20dc14a36bbc64d3081fffc07
Source dataset
uspto-grants-1981_02
Patent number
US04250183

Reaction notes

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