3-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazole → HCID 46901424, compound

HRID 217870Notes

Reaction equation

HRID 217870 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([N:10]=[C:11]=[O:12])[N:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:19][C:20]1[CH:36]=[CH:35][C:23]([O:24][C:25]2[CH:30]=[CH:29][N:28]=[C:27]([NH2:31])[C:26]=2[N+:32]([O-:34])=[O:33])=[CH:22][C:21]=1[F:37]>>[NH2:31][C:27]1[C:26]([N+:32]([O-:34])=[O:33])=[C:25]([O:24][C:23]2[CH:35]=[CH:36][C:20]([NH:19][C:11]([NH:10][C:8]3[N:7]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:9]=3)=[O:12])=[C:21]([F:37])[CH:22]=2)[CH:30]=[CH:29][N:28]=1

Participants

3

Reactant 2

HCID 110967603-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazoleHCID 57974619HCID 57974619, compound

Product 1

HCID 46901424HCID 46901424, compound

Procedure

Using Method F3 with -tert-butyl-5-isocyanato-1-phenyl-1H-pyrazole (15 mL, 4.05 mmol) and 4-(4-amino-3-fluorophenoxy)-3-nitropyridin-2-amine (893 mg, 3.38 mmol) the title compound was obtained in quantitative yield (1.71 g) as a yellow solid after column chromatography with 5% to 50% EtOAc in CH2Cl2.

Sources & evidence

ORD record
ord-e2676980fb2444848f5aae159464fcf3
Source dataset
uspto-grants-2012_06
Patent number
US08198279B2

Reaction notes

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