2-(Chloroacetyl)thiophene → HCID 86672934, compound

HRID 1910496Notes

Reaction equation

HRID 1910496 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)=[O:4].[N:10]12[CH2:17][CH2:16][CH:13]([CH2:14][CH2:15]1)[C@@H:12]([NH:18][C:19](=[O:27])[O:20][CH2:21][C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)[CH2:11]2>CCOC(C)=O>[Cl-:1].[O:4]=[C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)[CH2:2][N+:10]12[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17]1)[C@@H:12]([NH:18][C:19]([O:20][CH2:21][C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)=[O:27])[CH2:11]2

Participants

4

Reactant 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 70925878HCID 70925878, compound

Product 1

HCID 86672934HCID 86672934, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-1-(thiophen-2-yl)ethanone (30.2 mg, 0.19 mmol) was added to a solution of (R)-thiophen-2-ylmethyl quinuclidin-3-ylcarbamate (50.0 mg, 0.19 mmol) in EtOAc (3 ml). The reaction was stirred at room temperature overnight. The solvent was removed, and the residue was triturated in Et2O, filtered and dried to give (R)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-3-((thiophen-2-ylmethoxy)carbonylamino)-1-azoniabicyclo[2.2.2]octane chloride (60 mg).

Workup

  1. customThe solvent was removed
  2. customthe residue was triturated in Et2O
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-b6627482a42e46158e60b9f8c51d8bc2
Source dataset
uspto-grants-2013_12
Patent number
US08604015B2

Reaction notes

Loading…