Triethylamine → HCID 25116540, compound

HRID 1528320Notes

Reaction equation

HRID 1528320 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:25])([CH3:24])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[O:26]=[C:27]1[CH2:31][CH2:30][CH2:29][N:28]1[CH2:32][C:33](Cl)=[O:34].C(N(CC)CC)C>ClCCl>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:25])([CH3:24])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][N:20]([C:33](=[O:34])[CH2:32][N:28]4[CH2:29][CH2:30][CH2:31][C:27]4=[O:26])[CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14615415HCID 14615415, compoundHCID 666164065-(3,4-dimethoxyphenyl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 25116540HCID 25116540, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.5 g of 5-(3,4-di methoxyphenyl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B1), 0.24 g of (2-oxo-pyrrolidin-1-yl)acetyl chloride and 0.5 ml of triethyl amine in 50 ml of dichloromethane is stirred for 30 min and washed subsequently with aqueous sodium carbonate. After drying over magnesium sulphate the solvent is evaporated and the residue purified by column chromatography [silica, ethyl acetate/methanol:6:1 (Vol/Vol)]. Crystallized from diethyl ether.

Workup

  1. washwashed subsequently with aqueous sodium carbonate
  2. dry with materialAfter drying over magnesium sulphate the solvent
  3. customis evaporated
  4. customthe residue purified by column chromatography [silica, ethyl acetate/methanol:6:1 (Vol/Vol)]
  5. customCrystallized from diethyl ether

Sources & evidence

ORD record
ord-dbaa3e537f164ad988920a03cdd15112
Source dataset
uspto-grants-2015_07
Patent number
US09090597B2

Reaction notes

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