Hydrochloric Acid → HCID 117824048, compound

HRID 59090Notes

Reaction equation

HRID 59090 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([CH2:12][O:13][CH2:14][CH2:15][C:16]([F:19])([F:18])[F:17])[N:9]=[C:8]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([N:27]3[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]3)=[C:23]([O:33][CH3:34])[CH:22]=2)[N:7]=1)=[CH2:5])C.O.Cl>O1CCOCC1>[CH3:34][O:33][C:23]1[CH:22]=[C:21]([NH:20][C:8]2[N:7]=[C:6]([C:4](=[O:3])[CH3:5])[CH:11]=[C:10]([CH2:12][O:13][CH2:14][CH2:15][C:16]([F:17])([F:18])[F:19])[N:9]=2)[CH:26]=[CH:25][C:24]=1[N:27]1[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 117824132HCID 117824132, compound

Product 1

HCID 117824048HCID 117824048, 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-((3,3,3-trifluoropropoxy)methyl)pyrimidin-2-amine (93 mg, 0.19 mmol) in dioxane (13.5 mL) was added water (0.9 mL) and HCl (0.048 mL, 0.58 mmol). The mixture was stirred at 50° C. for 20 minutes. 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 evaporated to give the title compound as a gum, 85 mg (97%).

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. customevaporated

Sources & evidence

ORD record
ord-c91d1fae24564ac8be258360af7e8655
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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