Pyrrolidine → HCID 15285718, compound

HRID 1756598Notes

Reaction equation

HRID 1756598 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-29e2977d4c374b758747d70589d655b1
Source dataset
uspto-grants-1995_08
Patent number
US05441964

Reaction notes

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