Diethylamine → HCID 19031009, compound

HRID 483521Notes

Reaction equation

HRID 483521 reaction equation
[CH2:1]([O:5][C:6]1[CH:30]=[CH:29][C:9]([C:10]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22][CH2:21][C:19]3=[O:20])[CH2:14][CH2:13]2)=[O:11])=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH2:31]([NH:33][CH2:34][CH3:35])[CH3:32]>CO>[CH2:31]([N:33]([CH2:34][CH3:35])[CH2:3][CH:2]([OH:4])[CH2:1][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22][CH2:21][C:19]3=[O:20])[CH2:14][CH2:13]2)=[O:11])=[CH:29][CH:30]=1)[CH3:32]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 19031238HCID 19031238, compound

Product 1

HCID 19031009HCID 19031009, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-[1-(4-Glycidoxybenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (200 mg) is dissolved in methanol (4 ml) and thereto is added diethylamine (0.26 ml) and the mixture is stirred at room temperature overnight, and then refluxed with heating for 3 hours. The solvent is concentrated and the residue is purified by silica gel column chromatography (solvent: n-hexane:ethyl acetate=1:1→dichloromethane: methanol=10:1) to give 1-{1-[4-(3-diethylamino-2-hydroxypropoxy)benzoyl]-4-piperidinyl]-3,4-dihydrocarbostyril (0.18 g).

Workup

  1. temperaturerefluxed
  2. temperaturewith heating for 3 hours
  3. concentrationThe solvent is concentrated
  4. customthe residue is purified by silica gel column chromatography (solvent: n-hexane:ethyl acetate=1:1→dichloromethane: methanol=10:1)

Sources & evidence

ORD record
ord-78c55f93f59443e6ac1efbb440a67282
Source dataset
uspto-grants-1993_07
Patent number
US05225402

Reaction notes

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