HCID 71227331, compound → HCID 19437809, compound

HRID 713448Notes

Reaction equation

HRID 713448 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[C:6]([CH:8]1[CH2:13][CH2:12][N:11](C(=O)C)[CH2:10][CH2:9]1)=[O:7]>Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]([CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[O:7])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

3

Reactant 1

HCID 71227331HCID 71227331, compound

Product 1

HCID 19437809HCID 19437809, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-[4-(3,4-dimethoxy-benzoyl)-piperidin-1-yl]-ethanone (0.50 g, 1.7 mmol) in 5 mL of 6 N HCl was stirred at reflux for 6 hours and then it was stirred at room temperature overnight. The solvent was removed in vacuo to yield the title compound (0.41 g, 1.65 mmol). MS (ESI) m/z 249.8 (M+H+); HPLC (Novapak 150×3.9 mm C-18 column: mobile phase: 35-90% acetonitrile/water with 0.1% TFA, at 2 mL/min over 2 min.) t 0.91 min.

Workup

  1. temperatureat reflux for 6 hours
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-78d9f05b916e4348b5f70c743de0be9a
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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