3,5-Difluorobenzoyl chloride → HCID 178462895, compound

HRID 2374519Notes

Reaction equation

HRID 2374519 reaction equation
[NH2:1][C:2]1[C:3]([C:7]2[NH:23][C:10]3=[CH:11][C:12]4[C:13]([CH3:22])([CH3:21])[C:14](=[O:20])[N:15]([CH2:18][CH3:19])[C:16]=4[CH:17]=[C:9]3[N:8]=2)=[N:4][NH:5][CH:6]=1.[F:24][C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([F:34])[CH:33]=1)[C:28](Cl)=[O:29]>>[CH2:18]([N:15]1[C:16]2[CH:17]=[C:9]3[N:8]=[C:7]([C:3]4[C:2]([NH:1][C:28](=[O:29])[C:27]5[CH:26]=[C:25]([F:24])[CH:33]=[C:32]([F:34])[CH:31]=5)=[CH:6][NH:5][N:4]=4)[NH:23][C:10]3=[CH:11][C:12]=2[C:13]([CH3:22])([CH3:21])[C:14]1=[O:20])[CH3:19]

Participants

3

Reactant 2

HCID 1456003,5-Difluorobenzoyl chlorideHCID 178462936HCID 178462936, compound

Product 1

HCID 178462895HCID 178462895, compound

Procedure

N-[3-(5-Ethyl-7,7-dimethyl-6-oxo-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-1H-pyrazol-4-yl]-3,5-difluoro-benzamide was prepared using 2-(4-amino-1H-pyrazol-3-yl)-5-ethyl-7,7-dimethyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one (250 mg, 0.81 mmol) and 3,5-difluorobenzoyl chloride (111 ml, 0.89 mmol). The title compound was obtained as brown powder (112 mg, 31%).

Workup

  1. customN-[3-(5-Ethyl-7,7-dimethyl-6-oxo-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-1H-pyrazol-4-yl]-3,5-difluoro-benzamide was prepared

Sources & evidence

ORD record
ord-17cd75c6dc1b4cdba45d98737899571f
Source dataset
uspto-grants-2008_12
Patent number
US07462639B2

Reaction notes

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