Cyanogen Bromide → N-Ethyl-N-{[(4S)-2-imino-1,3-oxazolidin-4-yl]methyl}aniline

HRID 600838Notes

Reaction equation

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

Participants

Reactant 2

HCID 10476Cyanogen Bromide

HCID 57667077HCID 57667077, compound

Product 1

HCID 25016538N-Ethyl-N-{[(4S)-2-imino-1,3-oxazolidin-4-yl]methyl}aniline

Procedure

In analogy to example 1.d (S)-2-amino-3-(ethyl-phenyl-amino)-propan-1-ol was reacted with cyanogen bromide to give (S)-4-[(ethyl-phenyl-amino)-methyl]-4,5-dihydro-oxazol-2-ylamine. Off-white solid. MS (ISP): 220.4 ([M+H]+)

Sources & evidence

ORD record: ord-be0a087a7bf845bc9fb453aeed0e3740
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902238B2

Reaction notes

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