5-Methoxy-o-toluidine → HCID 22732466, compound

HRID 1765197Notes

Reaction equation

HRID 1765197 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]=[CH: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]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 995005-Methoxy-o-toluidineHCID 113115004-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732466HCID 22732466, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine (25 mg, 0.096 mmol) and 5-methoxy-2-methylaniline (20 mg, 0.144 mmol) similar to Example 92 and isolated as a yellow solid (18 mg, 52%). 1H NMR (CDCl3): 8.85–8.82 (m, 1H), 8.59–8.56 (m, 1H), 7.90–7.84 (m, 1H), 7.45–7.40 (m, 2H), 7.24 (d, J=8.1 Hz, 1H), 6.87 (s, 1H), 6.83 (dd, J=2.6, 8.3 Hz, 1H), 6.69 (s, 1H), 3.81 (s, 3H), 2.20 (s, 3H).

Sources & evidence

ORD record
ord-6e01a052a5e641d092980340b670b19d
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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