p-Trifluoromethylbenzyl chloride → HCID 58772594, compound

HRID 2250357Notes

Reaction equation

[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[CH:4][C:5]2[N:6]([C:8](=[O:11])[NH:9][N:10]=2)[N:7]=1.Cl[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=1.ClC1C(C2C=CC(Cl)=CC=2)=CC2N(C(=O)N(CC3C=NC(C(F)(F)F)=CC=3)N=2)N=1>>[F:28][C:27]([F:29])([F:30])[C:24]1[CH:25]=[CH:26][C:21]([CH2:20][N:9]2[C:8](=[O:11])[N:6]3[N:7]=[C:2]([Cl:1])[C:3]([C:12]4[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=4)=[CH:4][C:5]3=[N:10]2)=[CH:22][CH:23]=1

Participants

Reactant 3

HCID 123096p-Trifluoromethylbenzyl chloride

HCID 58772590HCID 58772590, compound

HCID 58772593HCID 58772593, compound

Product 1

HCID 58772594HCID 58772594, compoundYield 60%

Procedure

The title compound (469 mg, 60%) was prepared from 6-chloro-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (500 mg, 1.78 mmol) and 1-chloromethyl-4-trifluoromethyl benzene (425 mg, 1.78 mmol) according to the procedures described for 6-chloro-7-(4-chlorophenyl)-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (Example 8E). LC/MS (Method C): retention time=3.91 min, (M+H)+=439.

Sources & evidence

ORD record: ord-c68b574b73514c0cb8e502fbd96d7c37
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07317012B2

Reaction notes

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