Hydrochloric Acid → HCID 117824080, compound

HRID 59085Notes

Reaction equation

HRID 59085 reaction equation
[F:1][CH2:2][CH:3]([O:6][CH2:7][C:8]1[CH:13]=[C:12]([C:14]([O:16]CC)=[CH2:15])[N:11]=[C:10]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]3)=[C:22]([O:32][CH3:33])[CH:21]=2)[N:9]=1)[CH2:4][F:5].O.Cl>O1CCOCC1>[F:5][CH2:4][CH:3]([O:6][CH2:7][C:8]1[N:9]=[C:10]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27]3)=[C:22]([O:32][CH3:33])[CH:21]=2)[N:11]=[C:12]([C:14](=[O:16])[CH3:15])[CH:13]=1)[CH2:2][F:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 117824149HCID 117824149, compound

Product 1

HCID 117824080HCID 117824080, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-((1,3-difluoropropan-2-yloxy)methyl)-6-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine (47 mg, 0.10 mmol) in dioxane (7.5 mL) was added water (0.5 mL) and HCl (conc., 0.025 mL, 0.31 mmol). The mixture was stirred at 50° C. for 20 minutes. The solvents were evaporated. Sodium bicarbonate solution (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 (34 mg, 77%).

Workup

  1. customThe solvents were evaporated
  2. additionSodium bicarbonate solution (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-6340dca72151494893289617f427140d
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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