Cyclopropanecarbonyl chloride → HCID 178462941, compound

HRID 2374523Notes

Reaction equation

[NH2:1][C:2]1[C:3]([C:7]2[NH:25][C:10]3=[CH:11][C:12]4[C:13]([CH2:23][CH3:24])([CH2:21][CH3:22])[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.[CH:26]1([C:29](Cl)=[O:30])[CH2:28][CH2:27]1>>[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:29]([CH:26]5[CH2:28][CH2:27]5)=[O:30])=[CH:6][NH:5][N:4]=4)[NH:25][C:10]3=[CH:11][C:12]=2[C:13]([CH2:23][CH3:24])([CH2:21][CH3:22])[C:14]1=[O:20])[CH3:19]

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 178462942HCID 178462942, compound

Product 1

HCID 178462941HCID 178462941, compoundYield 34.5%

Procedure

Cyclopropanecarboxylic acid[3-(5,7,7-triethyl-6-oxo-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-1H-pyrazol-4-yl]-amide was prepared using 2-(4-amino-1H-pyrazol-3-yl)-5,7,7-triethyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one (137.7 mg, 0.407 mmol) and cyclopropanecarbonyl chloride (46.8 mg, 0.448 mmol). 57 mg (34%) of the title compound were obtained.

Workup

customCyclopropanecarboxylic acid[3-(5,7,7-triethyl-6-oxo-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-1H-pyrazol-4-yl]-amide was prepared

Sources & evidence

ORD record: ord-49024ca9605e43309ac0fc5a8bc496be
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07462639B2

Reaction notes

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