Cyclopropanecarbonyl chloride → HCID 10319709, compound

HRID 1592896Notes

Reaction equation

HRID 1592896 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[CH:18]=[CH:17][C:16](=[O:19])[NH:15][N:14]=3)[CH:12]=2)[CH:5]=[CH:4][N:3]=1.NC1C=C(C2C(C3C=CC(F)=CC=3)=NN(C3C=CC4N(C=NN=4)N=3)C=2)C=CN=1.[CH:55]1([C:58](Cl)=[O:59])[CH2:57][CH2:56]1>>[CH:55]1([C:58]([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[CH:18]=[CH:17][C:16](=[O:19])[NH:15][N:14]=4)[CH:12]=3)[CH:5]=[CH:4][N:3]=2)=[O:59])[CH2:57][CH2:56]1

Participants

4

Reactant 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 9976519HCID 9976519, compoundHCID 10450405HCID 10450405, compound

Product 1

HCID 10319709HCID 10319709, compoundYield 31.7%

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-(1,6-dihydro-6-oxopyridazin-3-yl)-1H-pyrazole obtained in Example 26-5) 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 31.5 mg (0.30 mmol) of cyclopropylcarbonyl chloride in place of acetic anhydride to obtain 18.5 mg of the title compound as a white powder. (Yield: 31%)

Sources & evidence

ORD record
ord-9a013c8da67845bbadc750d77332b3ae
Source dataset
uspto-grants-2007_11
Patent number
US07294625B2

Reaction notes

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