Acetic Anhydride → HCID 70980090, compound

HRID 1475386Notes

Reaction equation

HRID 1475386 reaction equation
[CH3:1][C:2]1([CH3:15])[C:6]2[CH:7]=[N:8][C:9]([CH3:11])=[CH:10][C:5]=2[N:4]([C:12]([OH:14])=[O:13])[CH2:3]1.C([O:19][C:20](=[O:22])[CH3:21])(=O)C>>[C:2]([O:13][C:12]([N:4]1[C:5]2[CH:10]=[C:9]([CH2:11][O:19][C:20](=[O:22])[CH3:21])[N:8]=[CH:7][C:6]=2[C:2]([CH3:15])([CH3:1])[CH2:3]1)=[O:14])([CH3:6])([CH3:3])[CH3:1]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 70981702HCID 70981702, compound

Product 1

HCID 70980090HCID 70980090, compoundYield 65%

Conditions

Temperature
125 °C

Procedure

3,3,6-Trimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridine-1-carboxylic acid, 5-oxide, tert-butyl ester (0.375 g, 1.34 mmol) was dissolved in acetic anhydride (1.68 mL) and heated to 125° C. for 1 h. The reaction was cooled to ambient temperature and concentrated in vacuo. Chromatography (SiO2, gradient elution, 0-100%, EtOAc/petrol), gave the title compound (0.280 mg, 65%) as a yellow oil. MS: [M+H]+=321.

Workup

  1. temperatureThe reaction was cooled to ambient temperature
  2. concentrationconcentrated in vacuo
  3. washChromatography (SiO2, gradient elution, 0-100%, EtOAc/petrol)

Sources & evidence

ORD record
ord-d9f3523c54e048df9c3a2c26fcee2645
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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