Cyanogen Bromide → HCID 57667104, compound

HRID 600846Notes

Reaction equation

[NH2:1][C@@H:2]([CH2:5][N:6]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=1)[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[CH2:3][OH:4].[N:23]#[C:24]Br>>[F:22][C:18]1[CH:17]=[C:16]([N:6]([CH2:5][C@H:2]2[CH2:3][O:4][C:24]([NH2:23])=[N:1]2)[CH2:7][C:8]2[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH:21]=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 10476Cyanogen Bromide

HCID 57667002HCID 57667002, compound

Product 1

HCID 57667104HCID 57667104, compound

Procedure

In analogy to example 1.d (S)-2-amino-3-[(3-fluoro-phenyl)-(4-methoxy-benzyl)-amino]-propan-1-ol was reacted with cyanogen bromide to give (S)-4-{[(3-fluoro-phenyl)-(4-methoxy-benzyl)-amino]-methyl}-4,5-dihydro-oxazol-2-ylamine. Light yellow gum. MS (ISP): 330.3 ([M+H]+)

Sources & evidence

ORD record: ord-bea4ea0c529341e9835043b925383164
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902238B2

Reaction notes

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