4-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine → HCID 22732484, compound

HRID 2084116Notes

Reaction equation

HRID 2084116 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.[F:18][C:19]1[C:32]([F:33])=[C:31]([F:34])[C:30]([F:35])=[C:29]([F:36])[C:20]=1[O:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25]>>[F:18][C:19]1[C:32]([F:33])=[C:31]([F:34])[C:30]([F:35])=[C:29]([F:36])[C:20]=1[O:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH:25][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

Participants

3

Reactant 2

HCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidineHCID 2781170HCID 2781170, compound

Product 1

HCID 22732484HCID 22732484, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 3-(2,3,4,5,6-pentafluorophenoxy)aniline (106 mg, 0.386 mmol) similar to Example 58 and isolated as a yellow solid (65 mg, 68%). 1H NMR (DMSO-d6): 10.46 (s, 1H), 9.24 (s, 1H), 8.75 (dd, J=1.8, 4.8 Hz, 1H), 8.56-8.52 (m, 1H), 7.77 (s, 1H), 7.59-7.55 (m, 1H), 7.50-7.41 (m, 2H), 7.14 (s, 1H), 6.94-6.92 (m, 1H).

Sources & evidence

ORD record
ord-0c04f0e38977400db5422cd26f4340c9
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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