Triethylamine → HCID 25116540, compound

HRID 538708Notes

Reaction equation

HRID 538708 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-dimethoxyphenyl)-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
  5. customCrystallized from diethyl ether

Sources & evidence

ORD record
ord-989b5e8ebd3b46c0bebe06cfa93d80d2
Source dataset
uspto-grants-2014_10
Patent number
US08865745B2

Reaction notes

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