Sodium Hydroxide → HCID 89585820, compound

HRID 1521717Notes

Reaction equation

HRID 1521717 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 67237184HCID 67237184, compound

Product 1

HCID 89585820HCID 89585820, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of ethyl trans-8,9-dimethyl-6-oxo-6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazine-2-carboxylate (702 mg, 2.44 mmol) in ethanol (20 mL) is added 1M aqueous NaOH solution (6.11 mL, 6.11 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 (580 mg, 92%). LCMS: 260.64 (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-97cb125760764f3baf2e9613a85501a1
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

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