Sodium Hydroxide → HCID 118080279, compound

HRID 1485777Notes

Reaction equation

HRID 1485777 reaction equation
C([N:4]1[C@@H:9]([CH3:10])[CH2:8][N:7]([C:11]([O:13][CH:14]([CH3:16])[CH3:15])=[O:12])[C:6]2[CH:17]=[C:18]([Br:21])[CH:19]=[N:20][C:5]1=2)(=O)C.[OH-].[Na+]>>[Br:21][C:18]1[CH:19]=[N:20][C:5]2[NH:4][C@@H:9]([CH3:10])[CH2:8][N:7]([C:11]([O:13][CH:14]([CH3:16])[CH3:15])=[O:12])[C:6]=2[CH:17]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 118079404HCID 118079404, compound

Product 1

HCID 118080279HCID 118080279, compound

Procedure

A reaction vial was charged with (S)-isopropyl 4-acetyl-7-bromo-3-methyl-3,4-dihydropyrido[2,3-b]pyrazine-1(2H)-carboxylate (0.2 M in methanol, 0.1 mL, 0.02 mmol). Sodium hydroxide (2.0 M in water, 0.050 mL, 0.10 mmol) was added and the reaction was shaken at room temperature for 6 hours. The reaction mixture was concentrated to afford (S)-isopropyl 7-bromo-3-methyl-3,4-dihydropyrido[2,3-b]pyrazine-1(2H)-carboxylate which was used in the next step without purification. MS (ESI, pos. ion) m/z 314, 316 [M+H]+.

Workup

  1. customA reaction
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-8d9f5467cbb64d099f3264cd9185fd72
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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