Benzenamine, 2-methoxy-5-methyl-4-nitro- → HCID 22732406, compound

HRID 1765260Notes

Reaction equation

HRID 1765260 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.[CH3:18][O:19][C:20]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[C:24]([CH3:30])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[C:24]([CH3:30])=[CH:23][C:21]=1[NH:22][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 67253Benzenamine, 2-methoxy-5-methyl-4-nitro-HCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732406HCID 22732406, compound

Procedure

The title compound was prepared from 4-chloro-2-(3-pyridinyl)-6-trifluoromethyl-pyrimidine (51 mg, 0.194 mmol) and 2-methoxy-5-methyl-4-nitroaniline (43 mg, 0.236 mmol) similar to Example 160 and was isolated as off-white crystalline solid (mp 128–133° C., 23 mg, 0.057 mmol, 29%). 1H NMR (CDCl3/MeOH-d4): 9.42 (s, 1H), 8.75 (m, 1H), 8.62 (m, 1H), 7.77 (s, 1H), 7.68 (s, 1H), 7.42 (dd, J=4.8, 8.1 Hz, 1H), 6.82 (s, 1H), 4.01 (s, 3H), 2.01 (s, 3H).

Sources & evidence

ORD record
ord-a99e86fc9dca45e08946e5a7c59242f0
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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