4-(2,4-Dimethyl-1,3-oxazol-5-yl)aniline → HCID 57829805, compound

HRID 1855531Notes

Reaction equation

HRID 1855531 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:29]2[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=2)=[C:26]([CH3:28])[N:27]=1>>[CH3:22][C:23]1[O:24][C:25]([C:29]2[CH:34]=[CH:33][C:32]([NH:35][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:31][CH:30]=2)=[C:26]([CH3:28])[N:27]=1

Participants

3

Reactant 2

HCID 670963804-(2,4-Dimethyl-1,3-oxazol-5-yl)anilineHCID 866336402-[2-Chloro-6-(4-trifluoromethyl-phenyl)pyrimidine-4-yl]-propan-2-ol

Product 1

HCID 57829805HCID 57829805, compoundYield 51.2%

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-(2,4-dimethyl-oxazol-5-yl)-phenylamine (56 mg, 0.3 mmol) to give the title compound as light yellow solid (72 mg, 51%). MS ISP (m/e): 469.2 [(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), 3.93 (s, 1H), 2.53 (s, 3H), 1.61 (s, 6H).

Sources & evidence

ORD record
ord-bd44ebdd40fc4319baf4b27c5f5a665f
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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