(1-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl methanesulfonate → 5-Ethyl-2-(4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)pyrimidine

HRID 1928622Notes

Reaction equation

HRID 1928622 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]([N:37]2[CH:41]=[N:40][N:39]=[N:38]2)[CH:34]=[CH:33][C:32]=1O>>[CH2:24]([C:21]1[CH:20]=[N:19][C:18]([N:15]2[CH2:16][CH2:17][CH:12]([N:10]3[CH:11]=[C:7]([CH2:6][O:5][C:32]4[CH:33]=[CH:34][C:35]([N:37]5[CH:41]=[N:40][N:39]=[N:38]5)=[CH:36][C:31]=4[F:30])[C:8]([C:26]([F:29])([F:28])[F:27])=[N:9]3)[CH2:13][CH2:14]2)=[N:23][CH:22]=1)[CH3:25]

Participants

3

Reactant 2

HCID 57708363(1-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl methanesulfonateHCID 581143232-fluoro-4-(1H-1,2,3,4-tetrazol-1-yl)phenol

Product 1

HCID 251749245-Ethyl-2-(4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)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-(1H-tetrazol-1-yl)phenol in a manner similar to that described in Example 1. 1H NMR (CDCl3): δ 8.99 (1H, s), 8.15 (2H, s), 7.64 (1H, s), 7.50 (1H, m), 7.41 (1H, m), 7.17 (1H, m), 5.13 (2H, s), 4.86 (2H, m), 4.42 (1H, m), 2.99 (2H, m), 2.44 (2H, q), 2.20 (2H, m), 1.93 (2H, m), 1.16 (3H, t).

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-ac3d1817bdb5417e991e4fdb455a7a9a
Source dataset
uspto-grants-2012_05
Patent number
US08183381B2

Reaction notes

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