4-(2-Methyl-1,3-oxazol-5-yl)aniline → 2-[2-[4-(2-Methyl-oxazol-5-yl)-phenylamino]-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-propan-2-ol

HRID 1855530Notes

Reaction equation

HRID 1855530 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[N:3]=1.[CH3:22][C:23]1[O:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=2)=[CH:26][N:27]=1>>[CH3:22][C:23]1[O:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:2]3[N:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([C:12]4[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=4)[N:3]=3)=[CH:30][CH:29]=2)=[CH:26][N:27]=1

Participants

3

Reactant 2

HCID 15187744-(2-Methyl-1,3-oxazol-5-yl)anilineHCID 866336402-[2-Chloro-6-(4-trifluoromethyl-phenyl)pyrimidine-4-yl]-propan-2-ol

Product 1

HCID 578298542-[2-[4-(2-Methyl-oxazol-5-yl)-phenylamino]-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-propan-2-olYield 21.3%

Procedure

Using in analogous manner the procedure described in example 1e), 2-[2-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-propan-2-ol (95 mg, 0.3 mmol) was reacted with 4-(2-methyl-oxazol-5-yl)-phenylamine (52 mg, 0.3 mmol) to give the title compound as light yellow solid (29 mg, 21%). MS ISP (m/e): 455.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.20, 7.78, 7.75 and 7.63 (4 d, 4×2H), 7.31 (s, 2H), 7.16 (s, 1H), 3.93 (s, 1H), 2.53 (s, 3H), 1.61 (s, 6H).

Sources & evidence

ORD record
ord-6a8b421ad8ce4a8694dad15f957f9256
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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