2-(2-Bromoethylthio)-thiophene → HCID 178501227, compound

HRID 2279338Notes

Reaction equation

HRID 2279338 reaction equation
Br[CH2:2][CH2:3][S:4][C:5]1[S:6][CH:7]=[CH:8][CH:9]=1.[CH3:10][O:11][C:12]([C@H:14]1[CH2:19][CH2:18][C@H:17]([NH2:20])[CH2:16][CH2:15]1)=[O:13]>C(#N)C>[CH3:10][O:11][C:12]([C@H:14]1[CH2:19][CH2:18][C@H:17]([NH:20][CH2:2][CH2:3][S:4][C:5]2[S:6][CH:7]=[CH:8][CH:9]=2)[CH2:16][CH2:15]1)=[O:13]

Participants

4

Reactant 2

HCID 122011192-(2-Bromoethylthio)-thiopheneHCID 178501207HCID 178501207, compound

Product 1

HCID 178501227HCID 178501227, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

2-(2-Bromo-ethylsulfanyl)-thiophene (275 mg, 1.21 mmol, 1.0 eq) is added at room temperature to a stirred solution of trans-4-amino-cyclohexanecarboxylic acid methyl ester (200 mg, 1.21 mmol, 1.0 eq) in acetonitrile (6 mL). After 15 hours stirring at 100° C., the reaction mixture is evaporated to afford trans-4-[2-(thiophen-2-ylsulfanyl)-ethylamino]-cyclohexanecarboxylic acid methyl ester as an off-white oil (261 mg, 68% yield).

Workup

  1. customthe reaction mixture is evaporated

Sources & evidence

ORD record
ord-5b8839e0f36d467c9a80375019dc5a1a
Source dataset
uspto-grants-2015_09
Patent number
US09133219B2

Reaction notes

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