Methanol → HCID 86689170, compound

HRID 1752501Notes

Reaction equation

HRID 1752501 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8](/[CH:12]=[CH:13]\[O:14][CH2:15]C)=[CH:7][N:6]=1)=[O:4].CO.[C:19]([O-])(O)=[O:20].[Na+]>Cl>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([CH2:12][CH:13]([O:14][CH3:15])[O:20][CH3:19])=[CH:7][N:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 71271064HCID 71271064, compound

Product 1

HCID 86689170HCID 86689170, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3-amino-5-((Z)-2-ethoxy-vinyl)-pyrazine-2-carboxylic acid methyl ester (220 mg, 0.986 mmol) in 3M HCl in MeOH (210 μl, 6.90 mmol) was heated at 55° C. over night. A solution of 10% of NaHCO3 was added the mixture was extracted with EtOAc. The combined organic layer was dried with Na2SO4, filtered and concentrated under reduced pressure to obtain a brown solid (141 mg). The crude material was directly used in the next step without further purification.

Workup

  1. extractionwas extracted with EtOAc
  2. dry with materialThe combined organic layer was dried with Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-52a93a27be604f99aa6cdfa85c413d82
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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