Pyrrolidine → HCID 15285718, compound

HRID 374478Notes

Reaction equation

HRID 374478 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26]Cl)=[CH:20][CH:19]=3)=[O:17])=[C:14]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[S:13][C:12]=2[CH:33]=1>>[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:20][CH:19]=3)=[O:17])=[C:14]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[S:13][C:12]=2[CH:33]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 15285717HCID 15285717, compound

Product 1

HCID 15285718HCID 15285718, compound

Procedure

1 mL of pyrrolidine is added to 30 mg of (6-methoxy-2-cyclopentylbenzo[b]thien-3-yl)[4-(2-chloroethoxy)phenyl]methanone, and this mixture is heated and refluxed for one hour. The mixture is condensed under reduced pressure to distill off the pyrrolidine, and then is refined by TLC (developing solvent was chloroform:methanol=19:1) which gives 28 mg of (6-methoxy-2-cyclopentylbenzo[b]thien-3-yl)[4-[2-(1-pyrrolidinyl)ethoxy)phenyl]methanone.

Workup

  1. temperaturethis mixture is heated
  2. temperaturerefluxed for one hour
  3. customcondensed under reduced pressure
  4. distillationto distill off the pyrrolidine

Sources & evidence

ORD record
ord-2ae82d9e8a4549608cad9d21e0c7a87e
Source dataset
uspto-grants-1996_01
Patent number
US05480904

Reaction notes

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