Cyclopropanecarbonyl chloride → HCID 10409767, compound

HRID 1592919Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])=[N:10][N:11]([C:13]3[CH2:18][CH2:17][C:16](=[O:19])[NH:15][N:14]=3)[CH:12]=2)[CH:5]=[CH:4][N:3]=1.[CH:27]1([C:30](Cl)=[O:31])[CH2:29][CH2:28]1>>[CH:27]1([C:30]([NH:1][C:2]2[CH:7]=[C:6]([C:8]3[C:9]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[F:26])=[N:10][N:11]([C:13]4[CH2:18][CH2:17][C:16](=[O:19])[NH:15][N:14]=4)[CH:12]=3)[CH:5]=[CH:4][N:3]=2)=[O:31])[CH2:29][CH2:28]1

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 10247285HCID 10247285, compound

Product 1

HCID 10409767HCID 10409767, compoundYield 71.5%

Procedure

The reaction was carried out in the same manner as in Example 9 except for using 50.0 mg (0.14 mmol) of 4-(2-aminopyridin-4-yl)-3-(2-fluorophenyl)-1-(1,4,5,6-tetrahydro-6-oxopyridazin-3-yl)-1H-pyrazole obtained in Example 55 in place of 4-(2-aminopyridin-4-yl)-3-(4-fluorophenyl)-1-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1H-pyrazole, and using 15.7 mg (0.15 mmol) of cyclopropylcarbonyl chloride in place of acetic anhydride to obtain 41.9 mg of the title compound as a white powder. (Yield: 70%)

Sources & evidence

ORD record: ord-b3d261ea36fb43c48657200e9d6ebaf6
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294625B2

Reaction notes

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