Pyrrolidine → HCID 15165792, compound

HRID 1534447Notes

Reaction equation

HRID 1534447 reaction equation
Cl.CO[C:4](=[O:13])[CH:5]1[CH2:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7][NH:6]1.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[N:14]1([C:4]([CH:5]2[CH2:10][CH2:9][C:8]([CH3:11])([CH3:12])[CH2:7][NH:6]2)=[O:13])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 67791332129769-06-8

Product 1

HCID 15165792HCID 15165792, compound

Procedure

4.2 g (23.5 mmoles) of 5,5-dimethyl pipecolic acid methyl ester hydrochloride were added to 40 ml of pyrrolidine kept at 0° C. After the addition, the solution was allowed to reach room temperature and stirring was continued overnight. The reaction mixture was evaporated in vacuo and the residue treated with 30 ml of 40% NaOH, extracted with diethyl ether, dried over sodium sulphate and evaporated in vacuo to dryness to give 3.3 g of the title compound.

Workup

  1. customkept at 0° C
  2. additionAfter the addition
  3. customto reach room temperature
  4. customThe reaction mixture was evaporated in vacuo
  5. additionthe residue treated with 30 ml of 40% NaOH
  6. extractionextracted with diethyl ether
  7. dry with materialdried over sodium sulphate
  8. customevaporated in vacuo to dryness

Sources & evidence

ORD record
ord-8f11a589412746c98a70e2e1ff6f35e9
Source dataset
uspto-grants-1992_02
Patent number
US05089507

Reaction notes

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