Acetic Anhydride → HCID 13821530, compound

HRID 1382244Notes

Reaction equation

HRID 1382244 reaction equation
[OH:1][CH2:2][C@H:3]1[NH:8][C:7](=[O:9])[C@@H:6]([CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH3:20])[CH:12]=2)[NH:5][C:4]1=[O:21].[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[C:22]([O:1][CH2:2][C@H:3]1[NH:8][C:7](=[O:9])[C@@H:6]([CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH3:20])[CH:12]=2)[NH:5][C:4]1=[O:21])(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13821509HCID 13821509, compound

Product 1

HCID 13821530HCID 13821530, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of (3R,6R)-3-hydroxymethyl-6-(1-methylindol-3-ylmethyl)-piperazine-2,5-dione (0.10 g), dry pyridine (1.0 ml) and acetic anhydride (0.08 g) was heated at 100° C. for 1 hour. After the mixture was cooled to ambient temperature, the pricipitated mass was collected, washed with pyridine and then ethanol, and dried to give (3R,6R)-3-acetoxymethyl-6-(1-methylindol-3-ylmethyl)piperazine-2,5-dione (61.8 mg).

Workup

  1. temperatureAfter the mixture was cooled to ambient temperature
  2. customthe pricipitated mass was collected
  3. washwashed with pyridine
  4. dry with materialethanol, and dried

Sources & evidence

ORD record
ord-b60b59868be14cffa1ecca247a5d4e25
Source dataset
uspto-grants-1989_02
Patent number
US04806538

Reaction notes

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