Hydrochloric Acid → HCID 9885674, compound

HRID 634635Notes

Reaction equation

HRID 634635 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[OH:21])=O.N1C=CC=CC=1.C[CH:29]([C:33](Cl)=[O:34])[C:30](Cl)=[O:31].Cl>C(Cl)Cl>[Cl:20][C:18]1[CH:17]=[CH:16][C:15]([OH:21])=[C:14]([C:12]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:4]=3)[NH:1][C:30](=[O:31])[C:29]=2[CH2:33][OH:34])[CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 10870788HCID 10870788, compoundHCID 10931669Methylmalonylchloride

Product 1

HCID 9885674HCID 9885674, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of [2-amino-5-(trifluoromethyl)phenyl](5-chloro-2-hydroxyphenyl)methanone (0.5 g, 1.58 mmol) and pyridine (0.25 mL, 3.17 mmol) in methylene chloride (15 mL), a solution of methyl malonyl chloride (0.34 mL, 3.17 mmol) in methylene chloride (10 mL) was added dropwise at 0° C. The reaction mixture was then allowed to warm to room temperature and stirred for 2 hours. The reaction mixture was acidified with 1N HCl and the organic layer was separated. It was then washed with saturated NaHCO3 twice, water, brine and dried (MgSO4). Evaporation of the solvent gave the title compound as a yellowish oil.

Workup

  1. customthe organic layer was separated
  2. washIt was then washed with saturated NaHCO3 twice
  3. dry with materialwater, brine and dried (MgSO4)
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-3c80d2197219416598281481d6986bb0
Source dataset
uspto-grants-2001_02
Patent number
US06184231B2

Reaction notes

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