HCID 178474238, compound → HCID 178507147, compound

HRID 32475

Reaction equation

HRID 32475 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16]([NH2:17])=[C:15]3[CH:18]=[CH:19][O:20][C:14]3=[N:13][CH2:12]2)=[CH:7][CH:6]=1)(=O)C>[OH-].[K+].CCO.O>[NH2:17][C:16]1[N:11]([C:8]2[CH:7]=[CH:6][C:5]([NH2:4])=[CH:10][CH:9]=2)[CH2:12][N:13]=[C:14]2[O:20][CH:19]=[CH:18][C:15]=12

Participants

5

Reactant 1

HCID 178474238HCID 178474238, compound

Product 1

HCID 178507147HCID 178507147, compoundYield 57.7%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

Compound 3-(4-acetamidophenyl)-4-aminofuro[2,3-d]pyrimidine 8 (242 mg) was dissolved in 2 M potassium hydroxide in the mixture of EtOH (16 mL) and water (4 mL). The mixture was heated (60° C.) for 24 h then concentrated in vacuo. Residual oil was triturated with cold water (6 mL) to give precipitation, which was filtrated, washed with water, and dried under the reduced pressure. The compound 9 (118 mg) as pale orange colored was obtained. MS(ES) m/e 227M+H].

Workup

  1. concentrationthen concentrated in vacuo
  2. customResidual oil was triturated with cold water (6 mL)
  3. customto give
  4. customprecipitation, which
  5. filtrationwas filtrated
  6. washwashed with water
  7. customdried under the reduced pressure

Sources & evidence

ORD record
ord-f06b98cc45974b1297cfbef9da28bc0b
Source dataset
uspto-grants-2008_09
Patent number
US07427623B2

Linked notes

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