3-Biphenylamine, 3'-nitro- → HCID 22732389, compound

HRID 2084115Notes

Reaction equation

HRID 2084115 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[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=2)[CH:22]=[CH:23][CH:24]=1>>[N+:31]([C:27]1[CH:26]=[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:30]=[CH:29][CH:28]=1)([O-:33])=[O:32]

Participants

3

Reactant 2

HCID 359443-Biphenylamine, 3'-nitro-HCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732389HCID 22732389, 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-amino-3′-nitrobiphenyl (83 mg, 0.386 mmol) similar to Example 58 and isolated as a light tan solid (65 mg, 77%). 1H NMR (DMSO-d6): 13.00 (s, 1H), 11.94 (s, 1H), 11.23 (d, J=4.5 Hz, 1H), 11.11 (d, J=8.1 Hz, 1H), 10.97 (s, 1H), 10.78 (s, 1H), 10.75 (s, 1H), 10.69 (d, J 8.1 Hz, 1H), 10.35-10.28 (m, 2H), 10.14-10.04 (m, 3H), 9.67 (s, 1H).

Sources & evidence

ORD record
ord-72183ea6225948eea615d27ef0822340
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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