[5-(Trifluoromethyl)thiophen-2-yl]methyl 4-methylbenzenesulfonate → 4-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one

HRID 1477614Notes

Reaction equation

HRID 1477614 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.CC1C=CC(S(O[CH2:33][C:34]2[S:35][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:37][CH:38]=2)(=O)=O)=CC=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]([CH2:33][C:34]4[S:35][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:37][CH:38]=4)[C:16](=[O:20])[N:15]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 117839221[5-(Trifluoromethyl)thiophen-2-yl]methyl 4-methylbenzenesulfonateHCID 178517890HCID 178517890, compound

Product 1

HCID 1178394204-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-oneYield 13%

Procedure

4-[4-(4-Fluorophenyl)-4-hydroxypiperidin-1-yl]-1,3,5-triazin-2(1H)-one (100 mg, 0.34 mmol) synthesized in Reference Synthesis Example 14 and [5-(trifluoromethyl)thiophen-2-yl]methyl 4-methylbenzenesulfonate (558 mg, 0.67 mmol) synthesized in Reference Synthesis Example 51 were used to obtain the title compound (20 mg, yield 13%) by synthesis in a similar manner to Reference Synthesis Example 8.

Workup

  1. customsynthesized in Reference Synthesis Example 51

Sources & evidence

ORD record
ord-1219a4ebf91b45e38900501d0afda030
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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