Hydrogen chloride-ethyl acetate → HCID 68930834, compound

HRID 385621Notes

Reaction equation

HRID 385621 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[CH3:29])[CH2:5][NH:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[N:22][CH:23]=3)[CH:18]=[CH:17][C:16]2=[O:25])[CH2:9][CH2:8]1.[ClH:30].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:30].[F:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[CH3:29])[CH2:5][NH:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[N:22][CH:23]=3)[CH:18]=[CH:17][C:16]2=[O:25])[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 24866874HCID 24866874, compound

Product 1

HCID 68930834HCID 68930834, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 0.16 g of 1-(2-(4-((3-fluoro-4-methylbenzyl)amino)piperidin-1-yl)ethyl)-1,7-naphthyridin-2(1H)-one in 3 mL of ethyl acetate, 5 mL of a 4.0 mol/L hydrogen chloride/ethyl acetate solution was added at room temperature. Thereto was added 2 mL of ethyl acetate, the mixture was stirred at the same temperature for 10 minutes, and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the resultant residue, and the solid was filtered off to obtain 0.18 g of 1-(2-(4-((3-fluoro-4-methylbenzyl)amino)piperidin-1-yl)ethyl)-1,7-naphthyridin-2(1H)-one hydrochloride as a light yellow solid.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionEthyl acetate was added to the resultant residue
  3. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-15090fdcf8ff49b8a3a36e33fac627c6
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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