Pyrrolidine → HCID 54731472, compound

HRID 224718Notes

Reaction equation

HRID 224718 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:19](=[O:20])[N:18]([CH3:21])[C:9]2[N:10]=[C:11](S(C)(=O)=O)[N:12]=[CH:13][C:8]=2[C:7]=1[OH:22])=[O:5])[CH3:2].[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:19](=[O:20])[N:18]([CH3:21])[C:9]2[N:10]=[C:11]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[N:12]=[CH:13][C:8]=2[C:7]=1[OH:22])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 54725951HCID 54725951, compound

Product 1

HCID 54731472HCID 54731472, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 3.27 g. (0.01 mole) of 7,8-dihydro-5-hydroxy-8-methyl-2-(methylsulfonyl)-7-oxo-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester and 0.71 g. (0.01 mole) of pyrrolidine in 50 ml. of ethanol was heated under reflux for 1 hour. The mixture was cooled and was filtered. The filter cake was recrystallized twice from ethyl acetate to afford 1.1 g. of title product--m.p. 174°-177° C.

Workup

  1. additionA stirred mixture of 3.27 g
  2. temperatureunder reflux for 1 hour
  3. temperatureThe mixture was cooled
  4. filtrationwas filtered
  5. customThe filter cake was recrystallized twice from ethyl acetate
  6. customto afford 1.1 g

Sources & evidence

ORD record
ord-537a99529e4b46389ac7f92bb99813dc
Source dataset
uspto-grants-1980_11
Patent number
US04233446

Reaction notes

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