Dichloromethane → HCID 22247895, compound

HRID 606223Notes

Reaction equation

HRID 606223 reaction equation
C([O:5][C:6]1[N:11]=[C:10]([CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][C:17]([CH2:21][O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])([OH:20])[CH2:16][CH2:15]2)[CH:9]=[N:8][CH:7]=1)(C)(C)C.C(=O)(O)[O-].[Na+].ClCCl>C(OCC)(=O)C.Cl.C(OCC)(=O)C>[OH:20][C:17]1([CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[CH2:18][CH2:19][N:14]([CH2:13][CH2:12][C:10]2[NH:11][C:6](=[O:5])[CH:7]=[N:8][CH:9]=2)[CH2:15][CH2:16]1

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 22248244HCID 22248244, compound

Product 1

HCID 22247895HCID 22247895, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

After dissolving 274 mg of 1-[2-(6-tert-butoxypyrazin-2-yl)ethyl]-4-(2-fluorophenoxymethyl)piperidin-4-ol in 3 ml of ethyl acetate, 3 ml of 4N hydrogen chloride/ethyl acetate was added and the mixture was allowed to stand at room temperature for 2 hours. Aqueous sodium bicarbonate solution was added to the reaction solution and extraction was performed with dichloromethane. After drying over anhydrous magnesium sulfate, 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 (186 mg, 79% yield).

Workup

  1. additionwas added
  2. dry with materialAfter drying 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-998135bcb5ec49e7a604291cd9b63e11
Source dataset
uspto-grants-2011_03
Patent number
US07915274B2

Reaction notes

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