2-Methoxy-5-(trifluoromethyl)aniline → HCID 10158694, compound

HRID 1765192Notes

Reaction equation

HRID 1765192 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:27]([F:30])([F:29])[F:28])[CH:22]=[CH:23][C:24]=1[O:25][CH3:26]>>[CH3:26][O:25][C:24]1[CH:23]=[CH:22][C:21]([C:27]([F:28])([F:29])[F:30])=[CH:20][C:19]=1[NH:18][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 6006372-Methoxy-5-(trifluoromethyl)anilineHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 10158694HCID 10158694, 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-4-methoxybenzotrifluoride (55 mg, 0.290 mmol) similar to Example 58 and isolated as a yellow solid (56 mg, 70%). 1H NMR (CDCl3): 9.66 (dd, J=0.6, 2.1 Hz, 1H), 8.95 (s, 1H), 8.75 (dd, J=1.8, 4.8 Hz, 1H), 8.73–8.69 (m, 1H), 7.67 (s, 1H), 7.46–7.42 (m, 1H), 7.41–7.37 (m, 1H), 7.01 (d, J=8.4 Hz, 1H), 6.93 (s, 1H), 3.99 (s, 3H).

Sources & evidence

ORD record
ord-a8ec5552205142d98f811dee52b08093
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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