Hydrochloric Acid → HCID 58899086, compound

HRID 2246047Notes

Reaction equation

HRID 2246047 reaction equation
Cl.[NH2:2][CH:3]([C:9](=[O:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(N(CC)CC)C.[F:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[C:28]([C:35]([F:38])([F:37])[F:36])[CH:27]=1.Cl>C(Cl)Cl>[F:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([NH:2][CH:3]([C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:31])=[C:28]([C:35]([F:36])([F:37])[F:38])[CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 6056804-Fluoro-2-(trifluoromethyl)benzoyl chlorideHCID 68576299HCID 68576299, compound

Product 1

HCID 58899086HCID 58899086, compoundYield 47.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

6.2 g (0.024 mol) of ethyl 2-amino-3-oxo-3-o-tolylpropionate hydrochloride were dissolved in methylene chloride, and 9.7 g (0.096 mol) of triethylamine were added. At 0° C., 5.4 g (0.024 mol) of 4-fluoro-2-trifluoromethylbenzoyl chloride, dissolved in methylene chloride, were added dropwise. The mixture was stirred at room temperature (RT) for 1 h, and 5% strength hydrochloric acid was then added. The organic phase was separated off, washed and dried, and the solvent was removed. Chromatographic purification (silica gel column, cyclohexane/ethyl acetate) gave 4.7 g of the title compound as colorless crystals.

Workup

  1. additionwere added dropwise
  2. customThe organic phase was separated off
  3. washwashed
  4. customdried
  5. customthe solvent was removed
  6. customChromatographic purification (silica gel column, cyclohexane/ethyl acetate)

Sources & evidence

ORD record
ord-cb8d8f50cbc94b5da168cf1b507984dc
Source dataset
uspto-grants-2010_03
Patent number
US07687435B2

Reaction notes

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