Water → 1545252-75-2

HRID 976144Notes

Reaction equation

HRID 976144 reaction equation
C([O:4][CH:5]1[C:9]2[N:10]=[CH:11][N:12]=[C:13]([Cl:14])[C:8]=2[CH2:7][CH2:6]1)(=O)C.O>O1CCCC1>[Cl:14][C:13]1[C:8]2[CH2:7][CH2:6][CH:5]([OH:4])[C:9]=2[N:10]=[CH:11][N:12]=1

Participants

4

Reactant 2

HCID 962WaterHCID 199689354-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-yl acetate

Product 1

HCID 199689181545252-75-2Yield 54.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.54 g of lithium hydroxide·hydrate was added to 24.2 g of 7-acetoxy-4-chloro-5,6-dihydro-7H-cyclopenta[d]pyrimidine dissolved in 150 ml of tetrahydrofuran, and the mixture was stirred at room temperature for about 20 hours. After the reaction, water was added to the reaction mixture, and then the mixture was extracted with chloroform. The extract was dried over anhydrous sodium sulfate and then condensed. The obtained residue was applied to silica gel column chromatography to obtain 10.5 g of 4-chloro-7-hydroxy-5,6-dihydro-7H-cyclopenta[d]pyrimidine.

Workup

  1. additionwas added to the reaction mixture
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. customcondensed

Sources & evidence

ORD record
ord-35ff26b96498497aa18c24ce143a788f
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

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