Cyanogen Bromide → HCID 24968611, compound

HRID 1911547Notes

Reaction equation

HRID 1911547 reaction equation
[NH2:1][C@@H:2]([CH2:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=1)[CH3:7])[CH2:3][OH:4].[N:16]#[C:17]Br>>[Cl:15][C:10]1[CH:9]=[C:8]([CH:6]([CH3:7])[CH2:5][C@H:2]2[CH2:3][O:4][C:17]([NH2:16])=[N:1]2)[CH:13]=[CH:12][C:11]=1[Cl:14]

Participants

3

Reactant 2

HCID 10476Cyanogen BromideHCID 68715668HCID 68715668, compound

Product 1

HCID 24968611HCID 24968611, compound

Procedure

In analogy to example 1b (S)-2-amino-4-(3,4-dichloro-phenyl)-pentan-1-ol was reacted with cyanogen bromide to give (5)-4-[2-(3,4-dichloro-phenyl)-propyl]-4,5-dihydro-oxazol-2-ylamine (mainly one epimer). Colourless oil. MS (ISP): 277.1 ([{37Cl}M+H]+), 275.0 ([{37Cl35Cl}M+H]+), 273.1 ([{35Cl}M+H]+).

Sources & evidence

ORD record
ord-dbc95c91648e43738f3dc3ef975c8185
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

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