1-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazole → 4-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1-{[3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-1,3,5-triazin-2(1H)-one

HRID 1477613Notes

Reaction equation

HRID 1477613 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:21])[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[CH:18][NH:17][C:16](=[O:20])[N:15]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[CH2:23][N:24]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[N:25]1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:21])[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[CH:18][N:17]([CH2:23][N:24]4[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[N:25]4)[C:16](=[O:20])[N:15]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 196193331-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazoleHCID 178517890HCID 178517890, compound

Product 1

HCID 1178394344-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1-{[3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-1,3,5-triazin-2(1H)-oneYield 30.5%

Procedure

4-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1,3,5-triazin-2(1H)-one (426 mg, 1.18 mmol) synthesized in Reference Synthesis Example 14 and 1-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazole (219 mg, 1.18 mmol) were used to obtain the title compound (158 mg, yield 30%) by synthesis in a similar manner to Reference Synthesis Example 8.

Sources & evidence

ORD record
ord-946354cf4c4e4014b0173337a95f0d71
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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