1-(Chloromethyl)-4-fluoro-2-(trifluoromethyl)benzene → HCID 11465123, compound

HRID 2354745Notes

Reaction equation

HRID 2354745 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[CH:14]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[N:23]=[N:24][C:25]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[CH:26][CH:27]=2)=[O:21])[CH2:16][CH2:15]1>>[CH:14]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[N:23]=[N:24][C:25]([N:28]3[CH2:33][CH2:32][N:31]([CH2:6][C:5]4[CH:8]=[CH:9][C:2]([F:1])=[CH:3][C:4]=4[C:10]([F:13])([F:12])[F:11])[CH2:30][CH2:29]3)=[CH:26][CH:27]=2)=[O:21])[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 27591671-(Chloromethyl)-4-fluoro-2-(trifluoromethyl)benzeneHCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide

Product 1

HCID 11465123HCID 11465123, compound

Procedure

Following the procedure of Example 11, making variations only as required to use 4-fluoro-2-trifluoromethylbenzyl chloride in place of 2-trifluoromethylbenzyl chloride to react with 6-piperazin-1-ylpyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white solid (38% yield). 1H NMR (300 MHz, CDCl3) δ 7.96-8.04, 7.81, 7.36, 7.20-7.29, 6.96, 3.76, 3.68, 3.56, 2.61, 1.51, 0.68-0.84, 0.43-0.51, 0.06-0.13. MS (ES+) m/z 452 (M+1).

Sources & evidence

ORD record
ord-9f65ac080aa344ee99c895cb555d31c0
Source dataset
uspto-grants-2010_07
Patent number
US07754711B2

Reaction notes

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