Acetic Anhydride → 6-(4-Acetoxypiperidino)-3,4-dihydrocarbostyril

HRID 487347Notes

Reaction equation

HRID 487347 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH2:12][CH2:11]3)[CH2:4][CH2:3]1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[C:19]([O:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH2:12][CH2:11]3)[CH2:4][CH2:3]1)(=[O:21])[CH3:20]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 190947066-(4-Hydroxypiperidino)-3,4-dihydrocarbostyril

Product 1

HCID 190947246-(4-Acetoxypiperidino)-3,4-dihydrocarbostyrilYield 96.5%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

To a solution of 200 mg of 6-(4-hydroxypiperidino)-3,4-dihydrocarbostyril in 2 ml of pyridine were added 92 mg of acetic anhydride and 10 mg of 4-dimethylaminopyridine. After stirring at room temperature for 40 hr, the reaction mixture was concentrated under a reduced pressure, and the resulting residue was purified by a silica gel column chromatography to give 226 mg of 6-(4-acetoxypiperidino)-3,4-dihydrocarbostyril.

Workup

  1. concentrationthe reaction mixture was concentrated under a reduced pressure
  2. customthe resulting residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-a6ea7ab48b6c43fdb0875e44a3bee9fd
Source dataset
uspto-grants-1994_03
Patent number
US05294718

Reaction notes

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