1-(4-Nitrophenyl)pyrrolid-3-yl methanesulphonate → 1'-(4-Nitrophenyl)[1,3]bipyrrolidinyl

HRID 496524Notes

Reaction equation

HRID 496524 reaction equation
CS(O[CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)[CH2:7]1)(=O)=O>N1CCCC1>[N+:17]([C:14]1[CH:15]=[CH:16][C:11]([N:8]2[CH2:9][CH2:10][CH:6]([N:8]3[CH2:9][CH2:10][CH2:6][CH2:7]3)[CH2:7]2)=[CH:12][CH:13]=1)([O-:19])=[O:18]

Participants

3

Reactant 1

HCID 120678141-(4-Nitrophenyl)pyrrolid-3-yl methanesulphonate

Product 1

HCID 208292301'-(4-Nitrophenyl)[1,3]bipyrrolidinylYield 53%

Reagents, catalysts & solvents 1

HCID 31268PyrrolidineSolvent

Procedure

5 g (0.0174 mole) of methanesulfonic acid 1-(4-nitro-phenyl)-pyrrolidin-3yl ester (2) were heated 2 hours at 85° C. in 30 ml of pyrrolidine. The mixture was then poured on ice water until crystallization occurred. After filtrating and drying, the obtained yellow powder was chromatographed with an eluent consisting of dichloromethane/methanol (98/2). 2.6 g of derivative (1) was thus obtained (yield 53%).

Workup

  1. additionThe mixture was then poured on ice water until crystallization
  2. filtrationAfter filtrating
  3. customdrying
  4. customthe obtained yellow powder was chromatographed with an eluent

Sources & evidence

ORD record
ord-604779b2bf4442acb6b345e0952b4ab0
Source dataset
uspto-grants-2005_09
Patent number
US06946005B2

Reaction notes

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