Hydrochloric Acid → HCID 117823909, compound

HRID 59081Notes

Reaction equation

HRID 59081 reaction equation
[F:1][C:2]1([F:35])[CH2:5][CH:4]([CH2:6][O:7][CH2:8][C:9]2[CH:14]=[C:13]([C:15]([O:17]CC)=[CH2:16])[N:12]=[C:11]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([N:27]4[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]4)=[C:23]([O:33][CH3:34])[CH:22]=3)[N:10]=2)[CH2:3]1.O.Cl>O1CCOCC1>[F:35][C:2]1([F:1])[CH2:5][CH:4]([CH2:6][O:7][CH2:8][C:9]2[N:10]=[C:11]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([N:27]4[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]4)=[C:23]([O:33][CH3:34])[CH:22]=3)[N:12]=[C:13]([C:15](=[O:17])[CH3:16])[CH:14]=2)[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 1178238934-(((3,3-Difluorocyclobutyl)methoxy)methyl)-6-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 117823909HCID 117823909, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-(((3,3-difluorocyclobutyl)methoxy)methyl)-6-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine (17 mg, 0.04 mmol) in dioxane (3 mL) was added water (0.2 mL) and HCl (9 μL, 0.11 mmol). The mixture was stirred at 50° C. for 20 minutes. The solvents were evaporate and the residue was partitioned between aqueous sodium bicarbonate and DCM. The organic phase was evaporated to give the title compound (16 mg, 100%).

Workup

  1. customThe solvents were evaporate
  2. customthe residue was partitioned between aqueous sodium bicarbonate and DCM
  3. customThe organic phase was evaporated

Sources & evidence

ORD record
ord-c94dd042847b4b6d99611657306aef8e
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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