Aminoacetonitrile → HCID 86590554, compound

HRID 1880544Notes

Reaction equation

HRID 1880544 reaction equation
[C:1]([C:3]1([NH:6][C:7](=[O:34])[C@H:8]([CH2:31][CH2:32][CH3:33])[NH:9][C@@H:10]([C:15]2[CH:20]=[CH:19][C:18](C3C=CC(S(C)(=O)=O)=CC=3)=[CH:17][CH:16]=2)[C:11]([F:14])([F:13])[F:12])CC1)#[N:2].NCC#N.[Br:39]C1C=CC([C@H](N[C@@H](CCC)C(O)=O)C(F)(F)F)=CC=1>>[Br:39][C:18]1[CH:19]=[CH:20][C:15]([CH:10]([NH:9][C@H:8]([C:7]([NH:6][CH2:3][C:1]#[N:2])=[O:34])[CH2:31][CH2:32][CH3:33])[C:11]([F:14])([F:13])[F:12])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 10901AminoacetonitrileHCID 57454787HCID 57454787, compoundHCID 67298406HCID 67298406, compound

Product 1

HCID 86590554HCID 86590554, compound

Procedure

N2-[1-(4-Bromophenyl)-2,2,2-trifluoroethyl]-N1-(cyanomethyl)-L-norvalinamide was prepared in similar manner to N1-(1-cyanocyclopropyl)-N2-{(1S)-2,2,2-trifluoro-1-[4′-(methylsulfonyl)-1,1′-biphenyl-4-yl]ethyl}-L-norvalinamide using aminoacetonitrile in the coupling step with (2S)-2-[(S)-1-(4-bromophenyl)-2,2,2-trifluoroethylamino]-pentanoic acid.

Sources & evidence

ORD record
ord-78b4ba81045343ab82803edc993b0d9c
Source dataset
uspto-grants-2012_11
Patent number
US08318748B2

Reaction notes

Loading…