4-Nitrophenyl chloroformate → [2-fluoro-4-(2-oxo-2H-pyrazin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester

HRID 1162685Notes

Reaction equation

HRID 1162685 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]2=[O:14])=[CH:4][C:3]=1[F:15].Cl[C:17]([O:19][C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)=[O:18]>>[N+:26]([C:23]1[CH:22]=[CH:21][C:20]([O:19][C:17](=[O:18])[NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH:13]=[CH:12][N:11]=[CH:10][C:9]3=[O:14])=[CH:4][C:3]=2[F:15])=[CH:25][CH:24]=1)([O-:28])=[O:27]

Participants

3

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 230867741-(4-Amino-3-fluorophenyl)pyrazin-2(1H)-one

Product 1

HCID 58748335[2-fluoro-4-(2-oxo-2H-pyrazin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester

Procedure

71.1 Using general method G, 1-(4-amino-3-fluoro-phenyl)-1H-pyrazin-2-one (prepared according to WO 2003045912) was activated with 4-nitrophenyl chloroformate to give [2-fluoro-4-(2-oxo-2H-pyrazin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester. Pale yellow solid.

Sources & evidence

ORD record
ord-b34cc19002bc4aca9aaa2effa7a02894
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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