Hydrogen chloride-ethyl acetate → HCID 22736933, compound

HRID 50856Notes

Reaction equation

HRID 50856 reaction equation
[OH:1][CH:2]([C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[NH:25][C:24](=[O:29])[CH2:23][CH2:22]2)[CH2:3][N:4]1[CH2:9][CH2:8][C:7]([OH:18])([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH2:6][CH2:5]1.[ClH:30].C(OC(=O)C)C>CO>[ClH:30].[OH:1][CH:2]([C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[NH:25][C:24](=[O:29])[CH2:23][CH2:22]2)[CH2:3][N:4]1[CH2:9][CH2:8][C:7]([OH:18])([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 22736932HCID 22736932, compound

Product 1

HCID 22736933HCID 22736933, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a suspension of 6-{1-Hydroxy-2-[4-hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]ethyl}-3,4-dihydroquinolin-2(1H)-one (1.10 g, 2.77 mmol) in methanol (11 ml) was added 4N HCl-ethylacetate (0.76 ml, 3.05 mmol) at 0° C. and the reaction mixture was stirred at room temperature for 4 hours. The mixture was diluted with methanol (20 ml) and filtered. The filtrate was concentrated in vacuo and the obtained solid was recrystallized from 2-propanol to afford the title compound (1.10 g, 92%) as a white solid.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe obtained solid was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-cf21f8a142b64840b9941628082399f4
Source dataset
uspto-grants-2004_03
Patent number
US06713490B2

Reaction notes

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