2-Bromoisovaleric acid → N-(2-fluoro-4-chlorophenyl)valine

HRID 648245Notes

Reaction equation

HRID 648245 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].Br[CH:11]([CH:15]([CH3:17])[CH3:16])[C:12]([OH:14])=[O:13]>>[F:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH:4][C@H:11]([C:12]([OH:14])=[O:13])[CH:15]([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 112682-Bromoisovaleric acidHCID 938984-Chloro-2-fluoroaniline

Product 1

HCID 54022058N-(2-fluoro-4-chlorophenyl)valine

Procedure

Following the procedure of Example 17, N-(2-fluoro-4-chlorophenyl)valine (0.79 g) is reacted with α-ethynyl-m-phenoxybenzyl bromide (0.39 g) to yield the α-ethynyl-m-phenoxybenzyl ester of N-(2-fluoro-4-chlorophenyl)valine, MS m/e 451 (M+). N-(2-fluoro-4-chlorophenyl)valine is prepared from 2-fluoro-4-chloroaniline and α-bromoisovaleric acid using the procedure of Example 17.

Sources & evidence

ORD record
ord-3339c5c6afe941ae94e207027dd56bb8
Source dataset
uspto-grants-1983_10
Patent number
US04411912

Reaction notes

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