Aminoacetonitrile → HCID 86590551, compound

HRID 1620947Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:17][C@@H:18]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:19](O)=[O:20])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])=[CH:4][CH:3]=1.[NH2:26][CH2:27][C:28]#[N:29]>>[C:27]([CH2:28][NH:29][C:19](=[O:20])[C@@H:18]([NH:17][C@@H:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[F:16])[CH2:22][CH:23]([CH3:24])[CH3:25])#[N:26]

Participants

Reactant 2

HCID 10901Aminoacetonitrile

HCID 67298378N-[(S)-(4-Bromophenyl)(2,4-difluorophenyl)methyl]-L-leucine

Product 1

HCID 86590551HCID 86590551, compound

Procedure

Using the procedure mentioned in the Step 4 of Example 19, (2S)-2-{(S)-[(4-bromophenyl)-(2,4-difluorophenyl)-methyl]-amino}-4-methyl-pentanoic acid was coupled with amino acetonitrile to give (2S)-2-{(S)-[(4-bromophenyl)-(2,4-difluorophenyl)-methyl]-amino}-4-methylpentanoic acid cyanomethylamide as a white solid.

Sources & evidence

ORD record: ord-e8754fdd7e364abaa572a3e424f9dce8
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772336B2

Reaction notes

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