Bromoacetonitrile → N-(2,6-Dichlorobenzoyl)-4-[2-(cyanomethoxy)phenyl]-L-phenylalanine methyl ester

HRID 24644Notes

Reaction equation

HRID 24644 reaction equation
[CH3:1][O:2][C:3](=[O:30])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[OH:29])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14].Br[CH2:32][C:33]#[N:34]>>[CH3:1][O:2][C:3](=[O:30])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:32][C:33]#[N:34])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:8]([Cl:14])=[CH:9][CH:10]=[CH:11][C:12]=1[Cl:13]

Participants

3

Reactant 2

HCID 11534BromoacetonitrileHCID 54156646N-(2,6-dichlorobenzoyl)-4-(2-hydroxyphenyl)-L-phenylalanine methyl ester

Product 1

HCID 54462303N-(2,6-Dichlorobenzoyl)-4-[2-(cyanomethoxy)phenyl]-L-phenylalanine methyl ester

Procedure

The title compound was prepared in a similar manner as described for Example 32 starting from N-(2,6-dichlorobenzoyl)-4-(2-hydroxyphenyl)-L-phenylalanine methyl ester and bromoacetonitrile. ESMS: m/z 483 (MH+).

Sources & evidence

ORD record
ord-81ae7e6dc0644b5fa9a5c5a555921e0e
Source dataset
uspto-grants-2005_02
Patent number
US06855843B2

Reaction notes

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