Dichloromethane → HCID 10172197, compound

HRID 914915Notes

Reaction equation

HRID 914915 reaction equation
C([O:5][C:6]1[C:7]([CH2:12][N:13]2[CH2:18][CH2:17][C:16]([C:20](=[O:29])[CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[F:28])([CH3:19])[CH2:15][CH2:14]2)=[N:8][CH:9]=[CH:10][N:11]=1)(C)(C)C.C(=O)(O)[O-].[Na+].ClCCl>C(OCC)(=O)C.Cl.C(OCC)(=O)C>[F:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[CH2:21][C:20]([C:16]1([CH3:19])[CH2:15][CH2:14][N:13]([CH2:12][C:7]2[C:6](=[O:5])[NH:11][CH:10]=[CH:9][N:8]=2)[CH2:18][CH2:17]1)=[O:29]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 22247889HCID 22247889, compound

Product 1

HCID 10172197HCID 10172197, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

After dissolving 135 mg of 1-[1-(3-tert-butoxy-2-pyrazinylmethyl)-4-methylpiperidin-4-yl]-2-(2-fluorophenyl)ethanone in 2 ml of ethyl acetate, 2 ml of 4N hydrogen chloride/ethyl acetate was added while stirring on ice. After 1 hour, saturated aqueous sodium bicarbonate solution was added to the reaction solution and extraction was performed with dichloromethane. The extract was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. Diethyl ether was added to the residue and the mixture was filtered to obtain the title compound (94 mg, 86% yield).

Workup

  1. additionwas added
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionDiethyl ether was added to the residue
  5. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-1943a267db7f49c7a744fa1d46a4559b
Source dataset
uspto-grants-2007_09
Patent number
US07265108B2

Reaction notes

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