Potassium Iodide → HCID 9879061, compound

HRID 1167842Notes

Reaction equation

HRID 1167842 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH:14]2[CH2:16][CH2:15]2)=[O:13])=[CH:8][CH:7]=1.[OH:17][C@@H:18]1[CH2:22][CH2:21][NH:20][CH2:19]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(=O)CC>[CH:14]1([C:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][N:20]3[CH2:21][CH2:22][C@@H:18]([OH:17])[CH2:19]3)=[CH:7][CH:8]=2)=[O:13])[CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 2759337(R)-3-PyrrolidinolHCID 12016522HCID 12016522, compound

Product 1

HCID 9879061HCID 9879061, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

(4-(3-Chloropropoxy)phenyl)(cyclopropyl)methanone (150 mg, 0.63 mmol), 3-(3R)-hydroxypyrrolidine (55 mg, 0.63 mmol), potassium carbonate (152 mg) and potassium iodide (183 mg) in 25 mL of 2-butanone were heated at 110° C. for 72 hours. The mixture was evaporated under reduced pressure and the residue was purified by chromatography (CHCl3:MeOH:NH4OH, 9:1:0.1) to provide the title compound (62% yield).

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customthe residue was purified by chromatography (CHCl3:MeOH:NH4OH, 9:1:0.1)

Sources & evidence

ORD record
ord-cc366d2a7d534dd996df721d37a3abd3
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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