2-(4-(4-(chloromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)-5-ethylpyrimidine → 5-Ethyl-2-(4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)pyrimidine

HRID 80676Notes

Reaction equation

HRID 80676 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[N:5][N:6]([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)[C:7]=1[C:8]([F:11])([F:10])[F:9].[F:26][C:27]1[CH:32]=[C:31]([N:33]2[CH:37]=[N:36][N:35]=[N:34]2)[CH:30]=[CH:29][C:28]=1[OH:38]>>[CH2:24]([C:21]1[CH:20]=[N:19][C:18]([N:15]2[CH2:16][CH2:17][CH:12]([N:6]3[C:7]([C:8]([F:9])([F:10])[F:11])=[C:3]([CH2:2][O:38][C:28]4[CH:29]=[CH:30][C:31]([N:33]5[CH:37]=[N:36][N:35]=[N:34]5)=[CH:32][C:27]=4[F:26])[CH:4]=[N:5]3)[CH2:13][CH2:14]2)=[N:23][CH:22]=1)[CH3:25]

Participants

3

Reactant 2

HCID 577083712-(4-(4-(chloromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)-5-ethylpyrimidineHCID 581143232-fluoro-4-(1H-1,2,3,4-tetrazol-1-yl)phenol

Product 1

HCID 251750865-Ethyl-2-(4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)pyrimidine

Procedure

The title compound was synthesized using 2-(4-(4-(chloromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)-5-ethylpyrimidine and 2-fluoro-4-(1H-tetrazol-1-yl)phenol in manner similar to that described in Example 1. 1H NMR (CDCl3): δ 8.95 (1H, s), 8.18 (2H, s), 7.64 (1H, s), 7.52 (1H, m), 7.43 (1H, m), 7.19 (1H, m), 5.16 (2H, s), 4.92 (2H, m), 4.50 (1H, m), 3.02 (2H, m), 2.47 (2H, q), 2.22 (2H, m), 2.01 (2H, m), 1.19 (3H, t).

Sources & evidence

ORD record
ord-616dbd33128c46abb3b16cdd1ccc9cc2
Source dataset
uspto-grants-2014_09
Patent number
US08846675B2

Reaction notes

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