Iodoethane → HCID 89539133, compound

HRID 1498882Notes

Reaction equation

HRID 1498882 reaction equation
[Br:1][C:2]1[C:3]([C:15]([OH:17])=[O:16])=[C:4]([C:7](=[O:14])[C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[S:5][CH:6]=1.[CH2:18](I)[CH3:19].C([O-])([O-])=O.[Cs+].[Cs+]>CC#N>[Br:1][C:2]1[C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:4]([C:7](=[O:14])[C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)[S:5][CH:6]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 717436084-Bromo-2-(pyridine-4-carbonyl)thiophene-3-carboxylic acid

Product 1

HCID 89539133HCID 89539133, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of 4-bromo-2-isonicotinoylthiophene-3-carboxylic acid (311 mg, 1 mmol), ethyl iodide (234 mg, 1.5 mmol), Cs2CO3 (652 mg, 2 mmol) in CH3CN (50 mL) was stirred at 30° C. overnight. After completion of the reaction the solution was filtered and the volatile components removed under reduced pressure to give the title compound (305 mg, 90% yield) as yellow oil. The product was directly used for the next step without further purification. LC-MS (Method A): m/z 340 (M+H)+, Rt: 1.95 min.

Workup

  1. customAfter completion of the reaction the solution
  2. filtrationwas filtered
  3. customthe volatile components removed under reduced pressure

Sources & evidence

ORD record
ord-1c8cfb2b5447441c92502231688daa8a
Source dataset
uspto-grants-2015_12
Patent number
US09200005B2

Reaction notes

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