Hydrochloric Acid → 1-(2-(3-Methoxy-4-(2-methyloxazol-5-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)methyl)-pyrimidin-4-yl)ethanone
Reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([CH2:12][O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[N:9]=[C:8]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]3[O:30][C:29]([CH3:31])=[N:28][CH:27]=3)=[C:22]([O:32][CH3:33])[CH:21]=2)[N:7]=1)=[CH2:5])C.O.Cl.C(=O)(O)[O-].[Na+]>O1CCOCC1.[Cl-].[Na+].O>[CH3:33][O:32][C:22]1[CH:21]=[C:20]([NH:19][C:8]2[N:7]=[C:6]([C:4](=[O:3])[CH3:5])[CH:11]=[C:10]([CH2:12][O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[N:9]=2)[CH:25]=[CH:24][C:23]=1[C:26]1[O:30][C:29]([CH3:31])=[N:28][CH:27]=1Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
4-(1-Ethoxyvinyl)-N-(3-methoxy-4-(2-methyloxazol-5-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-2-amine (70 mg, 0.15 mmol) was dissolved in dioxane (10 mL). Water (0.5 mL) and hydrochloric acid (conc., 0.038 mL, 0.45 mmol) were added. The mixture was heated at 50° C. for 10 min. Sodium bicarbonate (s, 0.5 g) was added and mixture was stirred. Brine (2 mL) was added. The mixture was extracted with EtAOc (×2). The organic phase was dried (sodium sulfate) and evaporated to give the title compound as a dry film 64 mg (97%).
Workup
- extractionThe mixture was extracted with EtAOc (×2)
- dry with materialThe organic phase was dried (sodium sulfate)
- customevaporated
Sources & evidence
- ORD record
- ord-2eb2321336d44264b7f25b120c747e30
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09439904B2
Reaction notes
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