Acetic Anhydride → HCID 9850728, compound

HRID 744923Notes

Reaction equation

HRID 744923 reaction equation
[CH:1]1([NH:7][CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=3)[CH2:17][N:18]([CH3:27])[C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:43](OC(=O)C)(=[O:45])[CH3:44]>ClCCl>[CH:1]1([N:7]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=3)[CH2:17][N:18]([CH3:27])[C:19](=[O:26])[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:10][CH2:9]2)[C:43](=[O:45])[CH3:44])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 23369930N-[4-(4-cyclohexylaminopiperidino)-2-(3,4-dichlorophenyl)butyl]-N-methylbenzamide

Product 1

HCID 9850728HCID 9850728, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-[4-(4-cyclohexylaminopiperidino)-2-(3,4-dichlorophenyl)-butyl]-N-methylbenzamide was dissolved in dichloromethane (4.0 mL), and triethylamine (1.0 mL) and acetic anhydride (0.65 mL) were added. After being stirred for 2 hours, the mixture was washed with aqueous sodium bicarbonate, dried, and evaporated. The resulting material was chromatographed, with dichloromethane:methanol (95:5) as the eluent, to give the title compound (0.60 g) as a white solid; MS: m/z=558(M+1). Analysis for C31H41Cl2N3O2 ·0.6 CH2Cl2 : Calculated: C, 62.26; H, 6.98; N, 6.89. Found: C, 62.15; H, 6.99; N, 7.30

Workup

  1. washthe mixture was washed with aqueous sodium bicarbonate
  2. customdried
  3. customevaporated
  4. customThe resulting material was chromatographed, with dichloromethane:methanol (95:5) as the eluent

Sources & evidence

ORD record
ord-207c8a67273047efa5c015382c87da54
Source dataset
uspto-grants-1996_09
Patent number
US05559132

Reaction notes

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