5-Methoxy-o-toluidine → HCID 9947012, compound

HRID 2084130Notes

Reaction equation

HRID 2084130 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:21]=[CH:22][C:23]([CH3:27])=[C:24]([CH:26]=1)[NH2:25]>>[CH3:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:27])=[C:24]([CH:26]=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:17]=[N:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 995005-Methoxy-o-toluidineHCID 227323674-Chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 9947012HCID 9947012, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.192 mmol), 5-methoxy-2-methylaniline (40 mg, 0.288 mmol) similar to Example 76 and isolated as a yellow solid (40 mg, 58%). 1H NMR (CDCl3): 9.75 (d, J=1.2 Hz, 1H), 8.79 (dd, J=1.5, 2.4 Hz, 1H), 8.73 (d, J=2.4 Hz, 1H), 7.28 (d, J=4.5 Hz, 1H), 7.24 (s, 1H), 6.89 (d, J=2.7 Hz, 1H), 6.86 (dd, J=2.7, 8.4 Hz, 1H), 6.73 (s, 1H), 3.82 (s, 3H), 2.22 (s, 3H).

Sources & evidence

ORD record
ord-69cd4649ae234f2999f55da04c1d103d
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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