4-Fluoro-N-[(1H-imidazol-2-yl)methyl]aniline → HCID 10322567, compound

HRID 1179451Notes

Reaction equation

HRID 1179451 reaction equation
[CH3:1][O:2][CH:3]([O:19][CH3:20])[C@:4]1([CH3:18])[C@H:9]2[O:10][C@H:8]2[C:7]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:6]=2[O:5]1.[F:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][CH2:29][C:30]2[NH:31][CH:32]=[CH:33][N:34]=2)=[CH:24][CH:23]=1>>[CH3:1][O:2][CH:3]([O:19][CH3:20])[C@:4]1([CH3:18])[C@@H:9]([OH:10])[C@H:8]([N:28]([C:25]2[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=2)[CH2:29][C:30]2[NH:31][CH:32]=[CH:33][N:34]=2)[C:7]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:6]=2[O:5]1

Participants

3

Reactant 2

HCID 106315644-Fluoro-N-[(1H-imidazol-2-yl)methyl]anilineHCID 10967937HCID 10967937, compound

Product 1

HCID 10322567HCID 10322567, compoundYield 68.8%

Procedure

The title compound (650 mg, 48%) was prepared using (2S,3S,4S)-3,4-dihydro-2-dimethoxymethyl-3,4-epoxy-2-methyl-6-nitro-2H-1-benzopyran (800 mg, 2.84 mmol) and 4-fluorophenyl-1H-imidazol-2-ylmethylamine (380 mg, 2.0 mmol), according to the same procedure used for the preparation of example 1 above.

Workup

  1. customused for the preparation of example 1 above

Sources & evidence

ORD record
ord-ea7f25105092475392c5ad0a0aa31464
Source dataset
uspto-grants-2007_10
Patent number
US07279497B2

Reaction notes

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