Dichloromethane → HCID 19031016, compound

HRID 266793Notes

Reaction equation

HRID 266793 reaction equation
ClCCl.C(N(CC)CC)C.[NH2:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]([CH:22]1[CH2:27][CH2:26][N:25]([C:28](=[O:39])[C:29]3[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][C:30]=3[O:37][CH3:38])[CH2:24][CH2:23]1)[C:17](=[O:40])[CH2:16][CH2:15]2.[C:41](OC(=O)C)(=[O:43])[CH3:42]>O>[C:41]([NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]([CH:22]1[CH2:23][CH2:24][N:25]([C:28](=[O:39])[C:29]3[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][C:30]=3[O:37][CH3:38])[CH2:26][CH2:27]1)[C:17](=[O:40])[CH2:16][CH2:15]2)(=[O:43])[CH3:42]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 19031173HCID 19031173, compound

Product 1

HCID 19031016HCID 19031016, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Dichloromethane (10 ml) and triethylamine (0.15 ml) are added to 6-amino-1-[1-(2,4-dimethoxybenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.3 g). Acetic anhydride (0.2 ml) is added thereto and the mixture is stirred at room temperature for 1 hour. Water is added to the reaction mixture and extracted with dichloromethane. After concentration, the residue is purified by silica gel column chromatography (solvent; chloroform:methanol=20:1) and further recrystallized from ethanol to give 6-acetylamino-1-[1-(2,4-dimethoxybenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.25 g) as white powder, m.p. 271°-272° C.

Workup

  1. extractionextracted with dichloromethane
  2. concentrationAfter concentration
  3. customthe residue is purified by silica gel column chromatography (solvent; chloroform:methanol=20:1)
  4. customfurther recrystallized from ethanol

Sources & evidence

ORD record
ord-8bb1b349d45648b2b51546875410e025
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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