Acetic Anhydride → HCID 13821532, compound

HRID 2165559Notes

Reaction equation

HRID 2165559 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C@H:5]1[NH:10][C:9](=[O:11])[C@@H:8]([CH2:12][C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[NH:7][C:6]1=[O:23].[C:24](OC(=O)C)(=[O:26])[CH3:25]>N1C=CC=CC=1>[C:24]([NH:1][CH2:2][CH2:3][CH2:4][C@H:5]1[NH:10][C:9](=[O:11])[C@@H:8]([CH2:12][C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[NH:7][C:6]1=[O:23])(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13821525HCID 13821525, compound

Product 1

HCID 13821532HCID 13821532, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of (3R,6R)-3-(3-aminopropyl)-6-(1-methylindol-3-ylmethyl)piperazine-2,5-dione (0.1 g) and acetic anhydride (0.08 g) in pyridine (1.0 ml) was heated at 100° C. for 1 hour. After the mixture was cooled to ambient temperature, the precipitated solid was collected by filtration and washed with pyridine (2 ml) and ethanol (5 ml) to give (3R,6R)-3-(3-acetamidopropyl)-6-(1-methylindol-3-ylmethyl)piperazine-2,5-dione (0.1 g).

Workup

  1. temperatureAfter the mixture was cooled to ambient temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with pyridine (2 ml) and ethanol (5 ml)

Sources & evidence

ORD record
ord-fe46aa19a9b54dc49f65f3839e7b4a8b
Source dataset
uspto-grants-1990_07
Patent number
US04940709

Reaction notes

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