2-(Chloroacetyl)thiophene → HCID 86672954, compound

HRID 1910522Notes

Reaction equation

HRID 1910522 reaction equation
[N:1]12[CH2:8][CH2:7][C:4]([C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=3)=[O:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[Cl:20][CH2:21][C:22]([C:24]1[S:25][CH:26]=[CH:27][CH:28]=1)=[O:23]>CCOC(C)=O>[Cl-:20].[F:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][O:11][C:9]([C:4]12[CH2:5][CH2:6][N+:1]([CH2:21][C:22](=[O:23])[C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)([CH2:8][CH2:7]1)[CH2:2][CH2:3]2)=[O:10]

Participants

4

Reactant 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 709257943-Fluorobenzyl quinuclidine-4-carboxylate

Product 1

HCID 86672954HCID 86672954, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-fluorobenzyl quinuclidine-4-carboxylate (41 mg, 0.16 mmol) dissolved in EtOAc (2 ml), 2-chloro-1-(thiophen-2-yl)ethanone (20.0 mg, 0.12 mmol) was added. The reaction was stirred at room temperature for three days, and then the precipitate was collected by suction filtration to obtain 4-((3-fluorobenzyloxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride (30 mg, 45.4% yield).

Workup

  1. filtrationthe precipitate was collected by suction filtration

Sources & evidence

ORD record
ord-1add668ab07e4554ae242f22e92719da
Source dataset
uspto-grants-2013_12
Patent number
US08604015B2

Reaction notes

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