2-Fluoro-4-methylsulfonylphenol → 5-Ethyl-2-(4-(4-((2-fluoro-4-(methylsulfonyl)phenoxy)methyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)pyrimidine

HRID 1928623Notes

Reaction equation

HRID 1928623 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:26]([F:29])([F:28])[F:27])=[N:9][N:10]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][N:19]=3)[CH2:14][CH2:13]2)[CH:11]=1)(=O)=O.[F:30][C:31]1[CH:36]=[C:35]([S:37]([CH3:40])(=[O:39])=[O:38])[CH:34]=[CH:33][C:32]=1O>>[CH2:24]([C:21]1[CH:22]=[N:23][C:18]([N:15]2[CH2:14][CH2:13][CH:12]([N:10]3[CH:11]=[C:7]([CH2:6][O:5][C:32]4[CH:33]=[CH:34][C:35]([S:37]([CH3:40])(=[O:39])=[O:38])=[CH:36][C:31]=4[F:30])[C:8]([C:26]([F:27])([F:28])[F:29])=[N:9]3)[CH2:17][CH2:16]2)=[N:19][CH:20]=1)[CH3:25]

Participants

3

Reactant 2

HCID 161288422-Fluoro-4-methylsulfonylphenolHCID 57708363(1-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl methanesulfonate

Product 1

HCID 251750855-Ethyl-2-(4-(4-((2-fluoro-4-(methylsulfonyl)phenoxy)methyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)pyrimidine

Procedure

The compound was synthesized using (1-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl methanesulfonate and 2-fluoro-4-(methylsulfonyl)phenol in a manner similar to that described in Example 1. 1H NMR (CDCl3): δ 8.25 (2H, s), 8.17 (1H, s), 7.71 (2H, m), 7.52 (1H, m), 5.30 (2H, s), 4.90 (2H, m), 4.65 (1H, m), 3.13 (3H, s), 3.05 (2H, m), 2.47 (2H, q), 2.20 (2H, m), 1.98 (2H, m), 1.18 (3H, t).

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-274b0ff0cc16437fa5da19930106d559
Source dataset
uspto-grants-2012_05
Patent number
US08183381B2

Reaction notes

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