Triethylamine → HCID 86681842, compound

HRID 241982

Reaction equation

HRID 241982 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(N(CC)CC)C.C(NC1C=CC(S([N:37]=[N+:38]=[N-])(=O)=O)=CC=1)(=O)C>C(#N)C>[N+:37](=[C:10]([C:9]([C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8])=[O:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N-:38]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 51291854-Acetamidobenzenesulfonyl azideHCID 13550002Ethyl 3-(2,6-difluorophenyl)-3-oxopropanoate

Product 1

HCID 86681842HCID 86681842, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Ethyl 3-(2,6-difluorophenyl)-3-oxopropanoate (12.3 g, 53.8 mmol) and triethylamine (22.5 mL, 0.161 mol, 3.0 equiv) were dissolved in acetonitrile (160 mL) and treated with 4-acetamidobenzenesulfonyl azide. The mixture was stirred for 18 hours at ambient temperature, concentrated in vacuo and the residue was purified by silica gel chromatography (eluting with chloroform), providing the titled compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customthe residue was purified by silica gel chromatography (eluting with chloroform)

Sources & evidence

ORD record
ord-e0f28b7b3da446fe96e04a73dd325fa2
Source dataset
uspto-grants-2014_02
Patent number
US08653079B2

Linked notes

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