Hydrochloric Acid → HCID 67236703, compound

HRID 1521720Notes

Reaction equation

HRID 1521720 reaction equation
[CH3:1][CH:2]1[N:7]2[C:8]3[N:14]=[C:13]([C:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:9]=3[CH:10]=[C:6]2[C:5](=[O:18])[NH:4][CH2:3]1.[OH-].[Na+].Cl>CO>[CH3:1][CH:2]1[N:7]2[C:8]3[N:14]=[C:13]([C:15]([OH:17])=[O:16])[CH:12]=[CH:11][C:9]=3[CH:10]=[C:6]2[C:5](=[O:18])[NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131733110HCID 131733110, compound

Product 1

HCID 67236703HCID 67236703, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 9-methyl-6-oxo-6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazine-2-carboxylate (298 mg, 1.09 mmol) in methanol (0.5 mL) is added a solution of 2M aqueous NaOH (2.2 mL, 4.4 mmol). The mixture is warmed to 60° C. and stirred for 2 h, at which point it is acidified with concentrated HCl. The volume of the mixture is reduced to approximately 5 mL, and it is chilled to 0° C. The resultant suspension is filtered and the solid is washed with H2O and hexanes, to provide the title compound as a light yellow solid (135 mg, 51%).

Workup

  1. temperatureis chilled to 0° C
  2. filtrationThe resultant suspension is filtered
  3. washthe solid is washed with H2O and hexanes

Sources & evidence

ORD record
ord-0e3ae8208f3c49faa404dd94a494d6b7
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

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