Hydrochloric Acid → HCID 117823999, compound

HRID 59117Notes

Reaction equation

HRID 59117 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([CH2:12][O:13][CH3:14])[N:9]=[C:8]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:26]=[C:25]([CH3:27])[N:24]=[CH:23]3)=[C:18]([O:28][CH3:29])[CH:17]=2)[N:7]=1)=[CH2:5])C.O.Cl>O1CCOCC1>[CH3:29][O:28][C:18]1[CH:17]=[C:16]([NH:15][C:8]2[N:7]=[C:6]([C:4](=[O:3])[CH3:5])[CH:11]=[C:10]([CH2:12][O:13][CH3:14])[N:9]=2)[CH:21]=[CH:20][C:19]=1[N:22]1[CH:26]=[C:25]([CH3:27])[N:24]=[CH:23]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 1178241374-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(methoxymethyl)pyrimidin-2-amine

Product 1

HCID 117823999HCID 117823999, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(methoxymethyl)pyrimidin-2-amine (172 mg, 0.43 mmol) in 1,4-dioxane (30 mL) were added water (2 mL) and hydrochloric acid (conc., 0.11 mL, 1.30 mmol). The mixture was stirred at 50° C. for 20 min. The solvents were evaporated. Sodium bicarbonate (aq, 50% saturated) was added and the mixture was extracted with DCM. The organic phase was separated on phase separator and the solvents were evaporated to give the title compound, 160 mg (100%).

Workup

  1. customThe solvents were evaporated
  2. additionSodium bicarbonate (aq, 50% saturated) was added
  3. extractionthe mixture was extracted with DCM
  4. customThe organic phase was separated on phase separator
  5. customthe solvents were evaporated

Sources & evidence

ORD record
ord-93c87d84b8ac4a3bb3c96846a8f7c9cf
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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