Cyclopropanecarbonyl chloride → HCID 69418632, compound

HRID 1592903Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[CH:14]=3)=[CH:11][N:10]([C:21]3[CH:22]=[CH:23][C:24]4[N:25]([CH:27]=[N:28][N:29]=4)[N:26]=3)[N:9]=2)=[CH:4][CH:3]=1.NC1C=C(C2C(C3C=CC(F)=CC=3)=NN(C3C=CC4N(C=NN=4)N=3)C=2)C=CN=1.[CH:58]1([C:61](Cl)=[O:62])[CH2:60][CH2:59]1>>[CH:58]1([C:61]([CH2:20][NH:19][C:15]2[CH:14]=[C:13]([C:12]3[C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)=[N:9][N:10]([C:21]4[CH:22]=[CH:23][C:24]5[N:25]([CH:27]=[N:28][N:29]=5)[N:26]=4)[CH:11]=3)[CH:18]=[CH:17][N:16]=2)=[O:62])[CH2:60][CH2:59]1

Participants

Reactant 3

HCID 77637Cyclopropanecarbonyl chloride

HCID 9976519HCID 9976519, compound

HCID 10362707HCID 10362707, compound

Product 1

HCID 69418632HCID 69418632, compoundYield 80%

Procedure

The reaction was carried out in the same manner as in Example 9 except for using 100 mg (0.26 mmol) of 3-(4-fluorophenyl)-4-(2-methylaminopyridin-4-yl)-1-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1H-pyrazole obtained in Example 13-2) 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 81.2 mg (0.78 mmol) of cyclopropylcarbonyl chloride in place of acetic anhydride to obtain 93.8 mg of the title compound as a pale yellow-powder. (Yield: 80%)

Sources & evidence

ORD record: ord-2cbf8e124c304f2c89441deec3916637
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294625B2

Reaction notes

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