HCID 292364, compound → HCID 69458891, compound

HRID 1765172Notes

Reaction equation

HRID 1765172 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.[NH2:18][C:19]1[CH:20]=[C:21]([C:25]2[N:26]([CH2:37][CH3:38])[N:27]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:28](=[O:30])[CH:29]=2)[CH:22]=[CH:23][CH:24]=1>>[CH2:37]([N:26]1[C:25]([C:21]2[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=2)[NH:18][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)=[CH:29][C:28](=[O:30])[N:27]1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH3:38]

Participants

3

Reactant 2

HCID 292364HCID 292364, compoundHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 69458891HCID 69458891, 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-(3-aminophenyl)-2-ethyl-1-phenyl-3-pyrazolin-5-one (54 mg, 0.193 mmol) similar to Example 58 and isolated as a dark yellow solid (52 mg, 54%). 1H NMR (DMSO-d6): 10.61 (s, 1H), 9.52 (s, 1H), 8.83–8.81 (m, 1H), 8.65 (dd, J=1.2, 7.5 Hz, 1H), 8.38 (s, 1H), 7.80 (d, J=7.8 Hz, 1H), 7.68–7.48 (m, 7H), 7.37–7.33 (m, 1H), 7.22 (s, 1H), 5.97 (s, 1H), 3.63 (q, J=6.6 Hz, 2H), 0.634 (t, J=6.6 Hz, 3H).

Sources & evidence

ORD record
ord-d9b4e6654679480aa156812d45324c17
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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