Sodium Chloride → HCID 14881421, compound

HRID 1460688Notes

Reaction equation

HRID 1460688 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]3)=[O:9])[CH2:4][CH2:3]1.C(N(CC)CC)C.[C:28](Cl)(=[O:30])[CH3:29].[Cl-].[Na+]>C(Cl)Cl>[C:28]([NH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]3)=[O:9])[CH2:4][CH2:3]1)(=[O:30])[CH3:29]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19086858HCID 19086858, compound

Product 1

HCID 14881421HCID 14881421, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2 Grams of 6-(4-amino-1-piperidylcarbonyl)-3,4-dihydrocarbostyril and 3.06 ml of triethylamine were dispersed in 40 ml of methylene chloride, then under ice-cooling conditions, 0.78 ml of acetyl chloride was added dropwise thereto, and stirred at room temperature for 4 hours. The reaction mixture was poured into an aqueous solution saturated with sodium chloride, then extracted with chloroform. The extract was dried with anhydrous sodium carbonate, the solvent was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =10:1), then recrystallized from methanol-diethyl ether to yield 0.3 g of 6-(4-acetylamino-1-piperidylcarbonyl)-3,4-dihydrocarbostyril.1/4-hydrate. White powdery substance. Melting point: 228° C.-229° C. (decomp.).

Workup

  1. additionwas added dropwise
  2. extractionextracted with chloroform
  3. dry with materialThe extract was dried with anhydrous sodium carbonate
  4. customthe solvent was removed by evaporation
  5. customThe residue thus obtained
  6. customwas purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =10:1)
  7. customrecrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-e30c7bacd58e4ffabb72408066cb5584
Source dataset
uspto-grants-1991_12
Patent number
US05071856

Reaction notes

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