2-(Chloroacetyl)thiophene → 1004312-95-1

HRID 1174576Notes

Reaction equation

HRID 1174576 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10](=[O:29])[N:11]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=1)[CH2:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[CH:14]=1)[CH2:2]2.[Cl:30][CH2:31][C:32]([C:34]1[S:35][CH:36]=[CH:37][CH:38]=1)=[O:33]>>[Cl-:30].[F:28][C:24]1[CH:23]=[C:22]([N:11]([CH2:12][C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[CH:14]=2)[C:10]([O:9][C@@H:3]2[CH:4]3[CH2:5][CH2:6][N+:1]([CH2:31][C:32](=[O:33])[C:34]4[S:35][CH:36]=[CH:37][CH:38]=4)([CH2:8][CH2:7]3)[CH2:2]2)=[O:29])[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 25147683Tarafenacin

Product 1

HCID 875682301004312-95-1

Procedure

Analogously (3R)-3-[(3-fluorophenyl)-(3,4,5-trifluorobenzyl)carbamoyloxy]-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azoniabicyclo[2.2.2]octane chloride [Compound 7] was prepared starting from the free base of (3R)-(3-fluorophenyl)-(3,4,5-trifluorobenzyl)carbamic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester by reaction with 2-chloro-1-thiophen-2-yl-ethanone.

Sources & evidence

ORD record
ord-f1351037ba6f4385bc60d734363331cd
Source dataset
uspto-grants-2010_11
Patent number
US07838534B2

Reaction notes

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