Hydrochloric Acid → HCID 117823955, compound

HRID 59101Notes

Reaction equation

HRID 59101 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]([N:26]3[CH:30]=[C:29]([O:31][CH3:32])[N:28]=[CH:27]3)=[C:22]([O:33][CH3:34])[CH:21]=2)[N:7]=1)=[CH2:5])C.Cl.C(=O)(O)[O-].[Na+]>O1CCOCC1.O.[Cl-].[Na+].O>[CH3:34][O:33][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[N:26]1[CH:30]=[C:29]([O:31][CH3:32])[N:28]=[CH:27]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 1178240104-(1-Ethoxyvinyl)-N-(3-methoxy-4-(4-methoxy-1H-imidazol-1-yl)phenyl)-6-((2,2,2-trifluoro-ethoxy)methyl)pyrimidin-2-amine

Product 1

HCID 117823955HCID 117823955, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 312751,4-DioxaneSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
40 °C

Procedure

4-(1-Ethoxyvinyl)-N-(3-methoxy-4-(4-methoxy-1H-imidazol-1-yl)phenyl)-6-((2,2,2-trifluoro-ethoxy)methyl)pyrimidin-2-amine (0.31 g, 0.65 mmol) was dissolved in dioxane (30 mL) and water (3 mL). Hydrochloric acid (conc., 0.164 mL, 1.94 mmol) was added. The mixture was heated at 40° C. for 35 min. Sodium bicarbonate (1 g) was added. Brine (5 mL) was added and the mixture was extracted with EtOAc (×2). The combined organic phases were dried over sodium sulfate and evaporated to give the title compound as a solid, 0.28 g (98%).

Workup

  1. extractionthe mixture was extracted with EtOAc (×2)
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-753e78a62dd44bed956d3129437858de
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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