Hydrochloric Acid → HCID 69962309, compound

HRID 1291394Notes

Reaction equation

HRID 1291394 reaction equation
C([O:4][CH2:5][CH2:6][N:7]1[C:12](=[O:13])[C:11]2[CH:14]=[CH:15][N:16]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24](=[O:32])[C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=4)=[CH:20][CH:19]=3)[C:10]=2[N:9]=[C:8]1[S:33][CH3:34])(=O)C.COCCOC.[OH-].[Na+].Cl>CO>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([C:24]([C:21]2[CH:22]=[CH:23][C:18]([CH2:17][N:16]3[C:10]4[N:9]=[C:8]([S:33][CH3:34])[N:7]([CH2:6][CH2:5][OH:4])[C:12](=[O:13])[C:11]=4[CH:14]=[CH:15]3)=[CH:19][CH:20]=2)=[O:32])=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 80711,2-DimethoxyethaneHCID 14798Sodium HydroxideHCID 69959518HCID 69959518, compound

Product 1

HCID 69962309HCID 69962309, compoundYield 78.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-acetoxyethyl-7-[4-(4-chlorobenzoyl)benzyl]-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4-one (410 mg) in methanol (8 ml)-DME (4 ml) was added 1N-aqueous sodium hydroxide solution (1.64 ml) and the mixture was stirred for 2 hours. This reaction mixture was neutralized with 1N-hydrochloric acid (1.64 ml) and the precipitate was collected by filtration, washed serially with water, methanol and ether, and dried to provide the title compound (295 mg).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed serially with water, methanol and ether
  3. customdried

Sources & evidence

ORD record
ord-47606acf0e81475ca04e3e0005577e88
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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