Methanol → HCID 67151993, compound

HRID 550583Notes

Reaction equation

HRID 550583 reaction equation
C[O:2][C:3]([C:5]1[C:10]([N:11]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4].CO.O.O.[OH-].[Li+]>C1COCC1>[C:21]([O:20][C:18]([N:11]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)[C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=[CH:8][N:9]=1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 67151997HCID 67151997, compound

Product 1

HCID 67151993HCID 67151993, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(tert-Butoxycarbonyl-pyridin-3-yl-amino)-pyrazine-2-carboxylic acid methyl ester (364 mg, 1.1 mmol) was dissolved in 10 ml THF. 5 ml methanol, 5 ml water and lithium hydroxide hydrate (139 mg, 3.30 mmol) were added and stirred over night at room temperature. The organic solvent was evaporated and the residue was neutralized with 2N HCl-solution. The mixture was evaporated to dryness and used without further purification for the next step [(405 mg, >100%), MS: m/e=315.2 (M+H−)].

Workup

  1. customThe organic solvent was evaporated
  2. customThe mixture was evaporated to dryness
  3. customused without further purification for the next step [(405 mg, >100%), MS: m/e=315.2 (M+H−)]

Sources & evidence

ORD record
ord-754b2e95d92f4f20aabfdb67ff555628
Source dataset
uspto-grants-2011_05
Patent number
US07947685B2

Reaction notes

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