Hydrochloric Acid → HCID 117823887, compound

HRID 59120Notes

Reaction equation

HRID 59120 reaction equation
[CH:1]1([CH2:4][O:5][CH2:6][C:7]2[CH:12]=[C:11]([C:13]([O:15]CC)=[CH2:14])[N:10]=[C:9]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]4)=[C:21]([O:31][CH3:32])[CH:20]=3)[N:8]=2)[CH2:3][CH2:2]1.O.Cl>O1CCOCC1>[CH:1]1([CH2:4][O:5][CH2:6][C:7]2[N:8]=[C:9]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]4)=[C:21]([O:31][CH3:32])[CH:20]=3)[N:10]=[C:11]([C:13](=[O:15])[CH3:14])[CH:12]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 1178242494-((Cyclopropylmethoxy)methyl)-6-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 117823887HCID 117823887, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-((cyclopropylmethoxy)methyl)-6-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine (98 mg, 0.23 mmol) in dioxane (15 mL) were added water (1 mL) and hydrochloric acid (conc., 0.056 mL, 0.68 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 90 mg (98%).

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-9b731915e8164e2e99635105a395be71
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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