Pyrrolidine → HCID 22817705, compound

HRID 848025Notes

Reaction equation

HRID 848025 reaction equation
[C:1](=[CH:3][C@@:4]12[C@@H:20]([C:21](=[O:23])[CH3:22])[CH2:19][CH2:18][C@H:17]1[C@H:16]1[C@@H:7]([C@:8]3([CH3:25])[C:13]([CH2:14][CH2:15]1)=[CH:12][C:11](=O)[CH2:10][CH2:9]3)[CH2:6][CH2:5]2)=[CH2:2].[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>CO>[N:26]1([C:11]2[CH2:10][CH2:9][C@@:8]3([CH3:25])[C:13](=[CH:14][CH2:15][C@@H:16]4[C@@H:7]3[CH2:6][CH2:5][C@@:4]3([CH:3]=[C:1]=[CH2:2])[C@H:17]4[CH2:18][CH2:19][C@@H:20]3[C:21](=[O:23])[CH3:22])[CH:12]=2)[CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 22817688HCID 22817688, compound

Product 1

HCID 22817705HCID 22817705, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution is prepared from 3.3 g of 18-vinylidenepregn-4-ene-3,20-dione in the minimum amount of hot methanol and 700 mg of pyrrolidine is added to the hot solution. When the product begins to crystallize, the mixture is chilled rapidly in ice water. The mixture is diluted with methanol and the solid is separated by filtration and dried under high vacuum to give 3-(1-pyrrolidinyl)-18-vinylidenepregna-3,5-dien-20-one which is used in the next step without further purification.

Workup

  1. additionis added to the hot solution
  2. customto crystallize
  3. temperaturethe mixture is chilled rapidly in ice water
  4. additionThe mixture is diluted with methanol
  5. customthe solid is separated by filtration
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-5dc62230d7ea46e98d6beb1f11ad35cf
Source dataset
uspto-grants-1981_10
Patent number
US04293548

Reaction notes

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