Hydrochloric Acid → HCID 67235277, compound

HRID 1748276Notes

Reaction equation

HRID 1748276 reaction equation
[CH3:1][C@H:2]1[N:8]2[C:9]3[CH:10]=[C:11]([C:16]([O-:18])=[O:17])[CH:12]=[CH:13][C:14]=3[CH:15]=[C:7]2[C:6](=[O:19])[NH:5][CH2:4][CH2:3]1.[OH-].[Na+].Cl>C(O)C>[CH3:1][C@H:2]1[N:8]2[C:9]3[CH:10]=[C:11]([C:16]([OH:18])=[O:17])[CH:12]=[CH:13][C:14]=3[CH:15]=[C:7]2[C:6](=[O:19])[NH:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86682390HCID 86682390, compound

Product 1

HCID 67235277HCID 67235277, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (5R)-5-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate (3.65 g, crude) in ethanol (30 mL) is added 1M NaOH solution (13.8 mL, 13.8 mmol). The reaction mixture is refluxed for 2 h. The reaction mixture is acidified with 1M HCl and ethanol is removed under vacuum. The resulting solid is collected by filtration, is washed with water and dried to afford the title compound (2.1 g, 41% for 3 steps) as a solid.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 h
  2. customis removed under vacuum
  3. filtrationThe resulting solid is collected by filtration
  4. washis washed with water
  5. customdried

Sources & evidence

ORD record
ord-910f60032e78480bbbd0757f1e55698c
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

Loading…