Sodium Hydroxide → HCID 89585611, compound

HRID 1521716Notes

Reaction equation

HRID 1521716 reaction equation
[CH3:1][C@H:2]1[C@@H:7]([CH3:8])[N:6]2[C:9]3[N:15]=[C:14]([C:16]([O:18]CC)=[O:17])[CH:13]=[CH:12][C:10]=3[CH:11]=[C:5]2[C:4](=[O:21])[NH:3]1.[OH-].[Na+]>C(O)C>[CH3:1][C@H:2]1[C@@H:7]([CH3:8])[N:6]2[C:9]3[N:15]=[C:14]([C:16]([OH:18])=[O:17])[CH:13]=[CH:12][C:10]=3[CH:11]=[C:5]2[C:4](=[O:21])[NH:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 89585688HCID 89585688, compound

Product 1

HCID 89585611HCID 89585611, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of ethyl cis-8,9-dimethyl-6-oxo-6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazine-2-carboxylate (1.04 g, 3.62 mmol) in ethanol (30 mL) is added 1M aqueous NaOH (9.05 mL, 9.05 mmol). The reaction mixture is heated at 50° C. for 90 min and is cooled to room temperature. The ethanol is removed in vacuo and the aqueous mixture is acidified with 1N aqueous HCl. The resulting solid is collected by filtration and dried in vacuo to afford the title compound as a white solid (890 mg, 95%). LCMS: 260.65 (M+H+).

Workup

  1. temperatureis cooled to room temperature
  2. customThe ethanol is removed in vacuo
  3. filtrationThe resulting solid is collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-fcd2cb87de1b469c809ddca1a52928a8
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

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