2-Methoxy-5-nitroaniline → HCID 10178585, compound

HRID 2084223Notes

Reaction equation

HRID 2084223 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:17]=[N:16][CH:15]=[CH:14][N:13]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[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:17]=[N:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 74472-Methoxy-5-nitroanilineHCID 227323674-Chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 10178585HCID 10178585, compound

Procedure

The title compound was prepared from 4-chloro-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine (40 mg, 0.153 mmol) and 2-methoxy-5-nitroaniline (39 mg, 0.230 mmol), similar to Example 180 and was isolated as a yellow solid (30 mg, 51%). 1H NMR (CDCl3): 9.760 (d, J=1.5 Hz, 1H), 8.86 (dd, J=1.8, 2.7 Hz, 1H), 8.74 (d, J=2.4 Hz, 1H), 8.10 (dd, J=2.7, 9.0 Hz, 1H), 7.34 (s, 1H), 7.07 (d, J=9.0 Hz, 1H), 4.08 (s, 3H).

Sources & evidence

ORD record
ord-a6ad73a8691743438f1ef83eae9602ab
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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