Hydrochloric Acid → HCID 58767565, compound

HRID 1710458Notes

Reaction equation

HRID 1710458 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]2[CH:12]=[C:13]3[C:20](=[O:21])[NH:19][CH2:18][C:17]([CH3:23])([CH3:22])[N:14]3[C:15]=2[CH:16]=1)=[O:7])C.Cl>CCO.O>[CH3:22][C:17]1([CH3:23])[N:14]2[C:15]3[CH:16]=[C:8]([C:6]([OH:7])=[O:5])[CH:9]=[CH:10][C:11]=3[CH:12]=[C:13]2[C:20](=[O:21])[NH:19][CH2:18]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 58767572HCID 58767572, compound

Product 1

HCID 58767565HCID 58767565, compoundYield 98.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

A 3M aqueous solution of NaOH (0.27 mL) was added to 58 mg (0.20 mmol) of 4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-7-carboxylic acid ethyl ester in 5 mL of EtOH. After 3 h an additional 0.27 mL of NaOH (3M) was added followed by 1 mL of H2O, and the mixture was heated to 50° C. for 3 h. The mixture was diluted with water, chilled to 0° C., and concentrated HCl was added until the pH reached 2. The resulting suspension was stirred for 1 h at 0° C. then filtered and washed with water. The filter was dried in the vacuum oven at 60° C. overnight to provide 51 mg of 4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-7-carboxylic acid.

Workup

  1. temperaturechilled to 0° C.
  2. filtrationthen filtered
  3. washwashed with water
  4. customThe filter was dried in the vacuum oven at 60° C. overnight

Sources & evidence

ORD record
ord-3f2c6a696b744afaa81c9885289c743c
Source dataset
uspto-grants-2010_09
Patent number
US07790712B2

Reaction notes

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