4,5,6,7-tetrahydro-1H-indazole → 4-(4,5,6,7-Tetrahydro-1H-indazolyl)-2-(3-pyridinyl)-6-trifluoromethylpyrimidine

HRID 1765266Notes

Reaction equation

HRID 1765266 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[NH:18]1[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[CH:20]=[N:19]1>>[N:18]1([C:2]2[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]3[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=3)[N:3]=2)[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[CH:20]=[N:19]1

Participants

3

Reactant 2

HCID 753174,5,6,7-tetrahydro-1H-indazoleHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227323804-(4,5,6,7-Tetrahydro-1H-indazolyl)-2-(3-pyridinyl)-6-trifluoromethylpyrimidine

Procedure

The title compound was prepared from 4-chloro-2-(3-pyridinyl)-6-trifluoromethyl-pyrimidine (76 mg, 0.293 mmol) and 4,5,6,7-tetrahydroindazole (44 mg, 0.360 mmol) similar to Example 166 and was isolated as a white solid (25 mg, 0.072 mmol, 25% %). 1H NMR (CDCl3) 9.68 (d, J=1.2 Hz, 1H), 8.75 (m, 2H), 8.40 (s, 1H), 8.07 (s, 1H), 7.45 (ddd, J=1.2, 5.1, 9.0 Hz, 1H), 2.73 (m, 4H), 1.88 (m, 4H).

Workup

  1. customwas isolated as a white solid (25 mg, 0.072 mmol, 25% %)

Sources & evidence

ORD record
ord-acbd253208e64990a63b044c4680e331
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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