2-(4-Chlorophenylamino)-3-methylbutanoic acid → (6-Benzoyl2-pyridyl)methyl 2-(4-chlorophenylamino)-3-methylbutanoate

HRID 903178Notes

Reaction equation

HRID 903178 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]([CH:13]([CH3:15])[CH3:14])[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.[F:16][C:17]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:18]=1[NH:27][CH:28]([CH:32]([CH3:34])[CH3:33])[C:29]([OH:31])=[O:30].[C:35]([C:43]1[N:48]=[C:47]([CH2:49][OH:50])[CH:46]=[CH:45][CH:44]=1)(=[O:42])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH:9]([CH:13]([CH3:15])[CH3:14])[C:10]([O:12][CH2:49][C:47]2[CH:46]=[CH:45][CH:44]=[C:43]([C:35](=[O:42])[C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)[N:48]=2)=[O:11])=[CH:6][CH:7]=1.[F:16][C:17]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:18]=1[NH:27][CH:28]([CH:32]([CH3:34])[CH3:33])[C:29]([O:31][CH2:35][C:43]1[CH:44]=[CH:45][CH:46]=[C:47]([C:49](=[O:50])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[N:48]=1)=[O:30]

Participants

5

Reactant 3

HCID 137960792-(4-Chlorophenylamino)-3-methylbutanoic acidHCID 202839832-(2-Fluoro-4-trifluoromethylphenylamino)-3-methylbutanoic acidHCID 20293448(6-Benzoyl-2-pyridyl)methanol

Product 2

HCID 23337850(6-Benzoyl2-pyridyl)methyl 2-(4-chlorophenylamino)-3-methylbutanoateHCID 23337857(6-Benzoyl-2-pyridyl)methyl 2-(2-fluoro-4-trifluoromethylphenylamino)-3-methylbutanoate

Procedure

Following the procedure of Example 1, the acid chloride of each of 2-(4-chlorophenylamino)-3-methylbutanoic acid and 2-(2-fluoro-4-trifluoromethylphenylamino)-3-methylbutanoic acid is reacted with (6-benzoyl-2-pyridyl)methanol to yield (6-benzoyl2-pyridyl)methyl 2-(4-chlorophenylamino)-3-methylbutanoate and (6-benzoyl-2-pyridyl)methyl 2-(2-fluoro-4-trifluoromethylphenylamino)-3-methylbutanoate.

Sources & evidence

ORD record
ord-f15f905f7005478ba8ac4a686340aa82
Source dataset
uspto-grants-1980_10
Patent number
US04226872

Reaction notes

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