[3-(Trifluoromethyl)-1H-pyrazol-1-yl]methyl 4-methylbenzenesulfonate → 4-[4-(2,4-Difluorophenyl)piperazin-1-yl]-1-{[3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-1,3,5-triazin-2(1H)-one

HRID 1477695Notes

Reaction equation

HRID 1477695 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]2[N:20]=[CH:19][NH:18][C:17](=[O:21])[N:16]=2)[CH2:11][CH2:10]1.CC1C=CC(S(O[CH2:33][N:34]2[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[N:35]2)(=O)=O)=CC=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:10][CH2:11][N:12]([C:15]2[N:20]=[CH:19][N:18]([CH2:33][N:34]3[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[N:35]3)[C:17](=[O:21])[N:16]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 117839328[3-(Trifluoromethyl)-1H-pyrazol-1-yl]methyl 4-methylbenzenesulfonateHCID 178517894HCID 178517894, compound

Product 1

HCID 1178491294-[4-(2,4-Difluorophenyl)piperazin-1-yl]-1-{[3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-1,3,5-triazin-2(1H)-oneYield 7.4%

Procedure

The synthesis was performed using 4-[4-(2,4-difluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one (189 mg, 0.65 mmol) synthesized in Reference Synthesis Example 86 and [3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl 4-methylbenzenesulfonate (413 mg, 1.29 mmol) synthesized in Reference Synthesis Example 15 in a similar manner to Synthesis Example 1 to obtain the title compound (21 mg, yield: 7.4%).

Workup

  1. customsynthesized in Reference Synthesis Example 15 in a similar manner to Synthesis Example 1

Sources & evidence

ORD record
ord-59d61e19624e4e6ba8404e048bef6da2
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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