Hydrochloric Acid → HCID 69962553, compound

HRID 1291426Notes

Reaction equation

HRID 1291426 reaction equation
C([O:4][CH2:5][CH2:6][N:7]1[C:12](=[O:13])[C:11]2[C:14]([CH3:33])=[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]=[CH:8]1)(=O)C.[OH-].[Na+].COCCOC.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]=[CH:8][N:7]([CH2:6][CH2:5][OH:4])[C:12](=[O:13])[C:11]=4[C:14]([CH3:33])=[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 69961426HCID 69961426, compound

Product 1

HCID 69962553HCID 69962553, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Acetoxyethyl-7-[4-(4-chlorobenzoyl)benzyl]-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-one (464 mg) was dissolved in methanol (12 ml) followed by addition of 1N-sodium hydroxide (2 ml). To this mixture was added DME (6 ml) to prepare a homogeneous solution. After 4 hours of stirring, 1N-HCl (2 ml) was added and the solvent was distilled off under reduced pressure. The residue was diluted with water and triturated and the resulting powder was rinsed with water and methanol and dried to provide the title compound as crystalline powder (402 mg).

Workup

  1. customto prepare a homogeneous solution
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionThe residue was diluted with water
  4. customtriturated
  5. washthe resulting powder was rinsed with water and methanol
  6. customdried

Sources & evidence

ORD record
ord-f239c7decc564f819c272f4e71eec99f
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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