Hydrochloric Acid → HCID 86731315, compound

HRID 2277242Notes

Reaction equation

HRID 2277242 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([F:16])=[CH:8][C:9]([C:12]([O:14]C)=[O:13])=[N:10][CH:11]=2)[CH2:3][CH2:2]1.C1COCC1.[OH-].[Li+].Cl>CO>[CH:1]1([CH2:4][O:5][C:6]2[C:7]([F:16])=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[N:10][CH:11]=2)[CH2:3][CH2:2]1

Participants

6

Procedure

To a solution of methyl 5-(cyclopropylmethoxy)-4-fluoropyridine-2-carboxylate (1.07 g) in a mixed solvent of THF (10 mL) and methanol (1.1 mL) was added 2 M lithium hydroxide aqueous solution (4.75 mL), and the mixture was stirred at room temperature for 20 min. The reaction mixture was allowed to cool to room temperature, and neutralized with 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained solid was washed with diethyl ether/hexane to give the title compound (0.950 g).

Workup

  1. temperatureto cool to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe obtained organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. washThe obtained solid was washed with diethyl ether/hexane

Sources & evidence

ORD record
ord-e0bd5de781fc464fae566325c11888ac
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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