2-Methoxy-5-Methylaniline → HCID 22732506, compound

HRID 2084232Notes

Reaction equation

HRID 2084232 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:26]=[CH:25][C:24]([CH3:27])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([CH3:27])=[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]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

3

Reactant 2

HCID 84452-Methoxy-5-MethylanilineHCID 113115004-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732506HCID 22732506, compound

Procedure

The title compound was prepared from 4-chloro-2-(2-pyridinyl)-6-trifluoromethylpyrimidine (60 mg, 0.23 mmol) and 2-methoxy-5-methylaniline (46 mg, 0.34 mmol) similar to Example 180. After completion of the reaction the solvent was removed under reduced pressure. The product was purified (5 mg) by preparative TLC plate using 1:1 hexane/ethyl acetate as mobile phase. 1H NMR (DMSO-d6): 9.68 (s, 1H), 8.75(d, J=3.6, 1H), 8.26 (d, J=7.2 Hz, 1H), 8.00 (t, J=7.2 Hz, 1H), 7.55 (dd, J=4.0, 7.2 Hz, 1H), 7.04 (m, 2H), 3.82 (s, 3H), 2.02 (s, 3H).

Workup

  1. customAfter completion of the reaction the solvent
  2. customwas removed under reduced pressure
  3. customThe product was purified (5 mg) by preparative TLC plate

Sources & evidence

ORD record
ord-9b6276b1e6594a7b9a5e398119bd7438
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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