Methanol → HCID 46865572, compound

HRID 2043459Notes

Reaction equation

HRID 2043459 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][C:11]2[CH:12]=[C:13]([CH:18]=[C:19]([NH:21][C:22]3[CH:27]=[N:26][CH:25]=[CH:24][N:23]=3)[N:20]=2)[C:14]([O:16]C)=[O:15])[CH3:9])=[CH:4][CH:3]=1.CO.[OH-].[Na+]>C(OCC)(=O)C.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][C:11]2[CH:12]=[C:13]([CH:18]=[C:19]([NH:21][C:22]3[CH:27]=[N:26][CH:25]=[CH:24][N:23]=3)[N:20]=2)[C:14]([OH:16])=[O:15])[CH3:9])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 46865574HCID 46865574, compound

Product 1

HCID 46865572HCID 46865572, compoundYield 33.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 500 mg of methyl (S)-2-[1-(4-fluorophenyl)ethylamino](pyrazin-2-ylamino) isonicotinate (Example 134), was added 5 ml of methanol, and 2.7 ml of 2N sodium hydroxide aqueous solution was added subsequently, and the mixture was stirred at room temperature for 6 hours. The reaction solution was diluted with ethyl acetate and water, and subjected to extraction, and 2N hydrochloric acid was added to the aqueous layer. The precipitated solid was filtered, and dried under reduced pressure to obtain 160 mg of the objective compound as white powder.

Workup

  1. additionwas added subsequently
  2. extractionsubjected to extraction, and 2N hydrochloric acid
  3. additionwas added to the aqueous layer
  4. filtrationThe precipitated solid was filtered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a241dae57f714ace98cadb2fc2fe2241
Source dataset
uspto-grants-2013_11
Patent number
US08586591B2

Reaction notes

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