Cyanogen Bromide → HCID 24968262, compound

HRID 1911531Notes

Reaction equation

HRID 1911531 reaction equation
[NH2:1][C@@H:2]([CH2:5][CH:6]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)[CH2:7][CH3:8])[CH2:3][OH:4].[N:16]#[C:17]Br>>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([CH:6]([CH2:7][CH3:8])[CH2:5][C@H:2]2[CH2:3][O:4][C:17]([NH2:16])=[N:1]2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 10476Cyanogen BromideHCID 68717082HCID 68717082, compound

Product 1

HCID 24968262HCID 24968262, compound

Procedure

In analogy to example 1b (S)-2-amino-4-(4-chloro-phenyl)-hexan-1-ol was reacted with cyanogen bromide to give (S)-4-[2-(4-chloro-phenyl)-butyl]-4,5-dihydro-oxazol-2-ylamine (mainly one epimer). Colourless oil. MS (ISP): 255.2 ([{37Cl}M+H]+), 253.2 ([{35Cl}M+H]+).

Sources & evidence

ORD record
ord-8146b068860d4f63895f1bdbe54ad5ab
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

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