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Methanol → 3,5-Difluoro-6-methoxypyridin-2-amine

HRID 610207
Notes
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Reaction equation

HRID 610207 reaction equation
[CH3:1][OH:2].[NH2:3][C:4]1[C:9]([F:10])=[CH:8][C:7]([F:11])=[C:6](F)[N:5]=1.C[O-].[Na+].CO>C(Cl)(Cl)Cl>[NH2:3][C:4]1[C:9]([F:10])=[CH:8][C:7]([F:11])=[C:6]([O:2][CH3:1])[N:5]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 125080743,5,6-Trifluoropyridin-2-amineHCID 23694274Sodium methanolate methanol

Product 1

HCID 221212643,5-Difluoro-6-methoxypyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
70 °C

Procedure

To 1 ml of methanol were added 500 mg of 2-amino-3,5,6-trifluoropyridine together with 800 mg of 28% sodium methoxide/methanol solution, and the mixture was stirred at 70° C. for 3 and half hours, and allowed to cool. After adding 25 ml of chloroform, the mixture was washed with 5 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain the title product.

Workup

  1. temperatureto cool
  2. washthe mixture was washed with 5 ml of distilled water
  3. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b4c8d8b16e8b47df8803f0b1256fe96c
Source dataset
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05998436

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes