Cyclopropanecarbonyl chloride → HCID 10431109, compound

HRID 1592917Notes

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][CH:21]=3)=[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:26]1([C:29](Cl)=[O:30])[CH2:28][CH2:27]1>>[CH:26]1([C:29]([NH:1][C:2]2[CH:7]=[C:6]([C:8]3[C:9]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[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:30])[CH2:28][CH2:27]1

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 10449428HCID 10449428, compound

Product 1

HCID 10431109HCID 10431109, compoundYield 82%

Procedure

The reaction was carried out in the same manner as in Example 9 except for using 56.0 mg (0.17 mmol) of 4-(2-aminopyridin-4-yl)-1-(1,4,5,6-tetrahydro-6-oxopyridazin-3-yl)-3-phenyl-1H-pyrazole obtained in Example 49 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 19.3 mg (0.19 mmol) of cyclopropylcarbonyl chloride in place of acetic anhydride to obtain 55.0 mg of the title compound as a white powder. (Yield: 82%)

Sources & evidence

ORD record: ord-d44e647f47eb450381fed0cfcc90edc4
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294625B2

Reaction notes

Loading…