Hydrochloric Acid → HCID 67235348, compound

HRID 1748360Notes

Reaction equation

HRID 1748360 reaction equation
[CH3:1][C:2]1([CH3:30])[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([NH:17][C:18]4[N:19]=[C:20]([C:24]([O:26]CC)=[O:25])[N:21]([CH3:23])[CH:22]=4)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:29])[NH:4][CH2:3]1.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1([CH3:30])[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([NH:17][C:18]4[N:19]=[C:20]([C:24]([OH:26])=[O:25])[N:21]([CH3:23])[CH:22]=4)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:29])[NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67235189HCID 67235189, compound

Product 1

HCID 67235348HCID 67235348, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of ethyl 4-{[(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indol-7-yl)carbonyl]amino}-1-methyl-1H-imidazole-2-carboxylate (540 mg, 1.3 mmol) in 3N NaOH solution (2.2 mL, 6.6 mmol) and methanol (5 mL) is heated at 60° C. for 2 h. The mixture is acidified with 2N HCl solution until the pH is about 2. The solution is allowed to cool with stifling. After 2 h the resulting solid is collected by filtration, washed with water and dried to afford the title compound (350 mg, 70%).

Workup

  1. temperatureto cool
  2. filtrationAfter 2 h the resulting solid is collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-e613ddfa22674dd28f6b483accb978ba
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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