Hydrochloric Acid → HCID 10303207, compound

HRID 1168333Notes

Reaction equation

HRID 1168333 reaction equation
[F:1][C:2]([F:41])([F:40])[C:3]1[CH:4]=[C:5]([C:13]([CH3:39])([CH3:38])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH:32]3O)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.Cl>C(Cl)(Cl)Cl.C(OCC)C>[F:41][C:2]([F:1])([F:40])[C:3]1[CH:4]=[C:5]([C:13]([CH3:39])([CH3:38])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:31]3[CH:32]=[CH:33][O:34][CH2:35][CH2:36]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:10])[F:11])[CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22992335HCID 22992335, compound

Product 1

HCID 10303207HCID 10303207, compoundYield 75.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 65 mg (0.11 mmol) (RS)-2-(3,5-bis-trifluoromethyl-phenyl)-N-[6-(3-hydroxy-morpholin-4-yl)-4-o-tolyl-pyridin-3-yl]-N-methyl-isobutyramide in 2 ml chloroform were added a few drops of a 2.3 N hydrochloric acid solution in diethyl ether. After stirring at room temperature for 2 h, the organic layer was washed with saturated sodium carbonate solution, dried (magnesium sulfate) and evaporated. The residue was purified by flash-chromatography to give 47 mg (75%) of the title compound as white foam. MS m/e (%): 564 (M+H+, 100).

Workup

  1. washthe organic layer was washed with saturated sodium carbonate solution
  2. dry with materialdried (magnesium sulfate)
  3. customevaporated
  4. customThe residue was purified by flash-chromatography

Sources & evidence

ORD record
ord-1e942eed5a144277a9557dc0a9c8630d
Source dataset
uspto-grants-2003_09
Patent number
US06624176B2

Reaction notes

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