Triethylamine → HCID 59625756, compound

HRID 1023141Notes

Reaction equation

HRID 1023141 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([C:8](=O)[C:9]([F:12])([F:11])[F:10])[CH:7]=1.[SH:15][CH2:16][C:17]([O:19][CH3:20])=[O:18].CCN(CC)CC>C(#N)C.CCOC(C)=O.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:8]([C:9]([F:12])([F:11])[F:10])[C:6]=2[CH:7]=1

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 591641931-(5-Chloro-2-fluorophenyl)-2,2,2-trifluoroethanone

Product 1

HCID 59625756HCID 59625756, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of compound 67c (6.62 mmol, 1.5 g), methyl 2-mercaptoacetate 67d (6.62 mmol, 0.6 mL), and Et3N (8.6 mmol, 1.2 mL) in acetonitrile (12 mL) was heated at 75° C. for 4 h. The reaction was diluted with EtOAc and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 10% EtOAc/hexanes) to provide the compound 67e.

Workup

  1. concentrationThe organic layer was concentrated
  2. custompurified by flash column chromatography (silica gel, 10% EtOAc/hexanes)

Sources & evidence

ORD record
ord-0c510529a93c41cfa0cb39adde6b7a1d
Source dataset
uspto-grants-2014_05
Patent number
US08722658B2

Reaction notes

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