Acetic Acid → HCID 67235538, compound

HRID 1748289Notes

Reaction equation

HRID 1748289 reaction equation
[CH3:1][C:2]1([CH3:22])[CH2:20][N:7]2[C:8]3[CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:21])[NH:4][CH2:3]1.[OH-].[Na+].C(O)(=O)C.O>C(O)C>[CH3:1][C:2]1([CH3:22])[CH2:20][N:7]2[C:8]3[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:21])[NH:4][CH2:3]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67235539HCID 67235539, compound

Product 1

HCID 67235538HCID 67235538, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Ethyl 4,4-dimethyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate (7.6 g, 25.3 mmol) is dissolved in ethanol (250 mL) and 1M NaOH solution (88.6 mL, 88.6 mmol) is added. The reaction mixture is heated at 80° C. for 2 h. Acetic acid (40 mL) and water (350 mL) are added and the resulting solid is filtered and rinsed with water to afford the title compound (3.1 g, 45%) as an off-white solid.

Workup

  1. filtrationthe resulting solid is filtered
  2. washrinsed with water

Sources & evidence

ORD record
ord-0a73a889b02e40f6a95fecf6d90b6b40
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

Loading…