Ethanol → HCID 178433721, compound

HRID 2257051Notes

Reaction equation

HRID 2257051 reaction equation
[C:1]([N:5]1[C:9]([NH2:10])=[C:8]([C:11]([NH2:13])=[O:12])[C:7]([CH3:14])=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:15]1([CH2:21][C:22](OCC)=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O(C)[Na].C(O)C>C(O)(=O)C.O>[C:1]([N:5]1[C:9]2=[N:10][C:22]([CH2:21][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:13][C:11](=[O:12])[C:8]2=[C:7]([CH3:14])[NH:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 702EthanolHCID 7590Ethyl phenylacetateHCID 21830878HCID 21830878, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 178433721HCID 178433721, compoundYield 35.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 1-tert-butyl-3-methyl-5-amino-1H-pyrazole-4-carboxamide (1.0 g, 5.1 mmol), ethyl phenylacetate (1.67 g, 10.2 mmol), NaOCH3 (1.74 g, 31 mmol) and ethanol (50 mL) was refluxed for about 3 days. The reaction mixture was stripped to dryness and then the residue was treated with water and then acidified with acetic acid. The product was collected by filtration, washed with water and dried to afford 0.53 g (35%) of 1-tert-butyl-3-methyl-6-(phenylmethyl)pyrazolo[3,4-d]pyrimidin-4-one 1/5 hydrate, m.p. 196°-197° C.

Workup

  1. temperaturewas refluxed for about 3 days
  2. filtrationThe product was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-91a0f18d9083436fb769c21b485e2c5c
Source dataset
uspto-grants-1997_08
Patent number
US05656629

Reaction notes

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