Hydrochloric Acid → HCID 59309793, compound

HRID 1513067Notes

Reaction equation

HRID 1513067 reaction equation
C([O:4][CH2:5][C:6]1[N:14]=[C:13]2[C:9]([NH:10][C:11](=[O:41])[N:12]2[C:15]2[CH:20]=[C:19]([O:21][CH2:22][C:23]3[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[C:25]([F:31])[C:24]=3[F:32])[C:18]([O:33][CH2:34][C:35]([O:37]CC)=[O:36])=[CH:17][C:16]=2[Cl:40])=[C:8]([O:42][CH3:43])[N:7]=1)(=O)C.O.[OH-].[Li+].CO.Cl>O1CCCC1.O>[C:35]([CH2:34][O:33][C:18]1[C:19]([O:21][CH2:22][C:23]2[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[C:25]([F:31])[C:24]=2[F:32])=[CH:20][C:15]([N:12]2[C:11](=[O:41])[NH:10][C:9]3[C:13]2=[N:14][C:6]([CH2:5][OH:4])=[N:7][C:8]=3[O:42][CH3:43])=[C:16]([Cl:40])[CH:17]=1)([OH:37])=[O:36]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 59310031HCID 59310031, compound

Product 1

HCID 59309793HCID 59309793, compoundYield 78.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-acetyloxymethyl-9-[2-chloro-4-ethoxycarbonylmethoxy-5-(2,3-difluoro-6-methoxybenzyloxy)phenyl]-6-methoxy-7,9-dihydro-8H-purin-8-one (60 mg) and lithium hydroxide monohydrate (81 mg) in tetrahydrofuran (4 mL)-methanol (2 mL)-water (2 mL) was stirred at room temperature for 1 hour. The reaction mixture was poured into 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the title compound (42 mg).

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-0975583df9ea415b9158141a89f363c0
Source dataset
uspto-grants-2012_07
Patent number
US08217069B2

Reaction notes

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