Pyrrolidine → HCID 13070721, compound

HRID 1779481Notes

Reaction equation

HRID 1779481 reaction equation
N1[CH2:5][CH2:4][CH2:3][CH2:2]1.[N:6]1([C:11]2[S:12][CH:13]=[CH:14][C:15]=2[C:16]([N:18]=[N+]=[N-])=[O:17])[CH:10]=[CH:9][CH:8]=[CH:7]1>ClCCl>[N:6]1([C:11]2[S:12][CH:13]=[CH:14][C:15]=2[C:16]([N:18]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:17])[CH:10]=[CH:9][CH:8]=[CH:7]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 12638570HCID 12638570, compound

Product 1

HCID 13070721HCID 13070721, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 50 ml of pyrrolidine dropwise, at room temperature, to a solution of 2-(pyrrol-1-yl)thiophen-3-ylcarbonyl azide (Heterocycles, (1983), 20, 477) in 500 ml of dichloromethane. The reaction mixture is stirred for 12 hours at room temperature and then washed three times with 150 ml of 1N hydrochloric acid each time and then with 150 ml of water. The organic phase is then dried over calcium chloride and subsequently concentrated to dryness to yield the title compound in the form of an oil.

Workup

  1. customat room temperature
  2. washwashed three times with 150 ml of 1N hydrochloric acid each time
  3. dry with materialThe organic phase is then dried over calcium chloride
  4. concentrationsubsequently concentrated to dryness

Sources & evidence

ORD record
ord-9c7d16095d104321a27955aa8e901747
Source dataset
uspto-grants-1997_05
Patent number
US05627203

Reaction notes

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