Water → HCID 58477232, compound

HRID 876544Notes

Reaction equation

HRID 876544 reaction equation
O[Li].O.[O:4]=[C:5]1[C:14]2[C:9](=[C:10]([C:15]([O:17]C)=[O:16])[CH:11]=[CH:12][CH:13]=2)[O:8][C:7]([C:19]2[C:20]([C:25]([F:28])([F:27])[F:26])=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:6]1.O>O.C1COCC1.CO>[O:4]=[C:5]1[C:14]2[C:9](=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][CH:13]=2)[O:8][C:7]([C:19]2[C:20]([C:25]([F:28])([F:27])[F:26])=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 58477352HCID 58477352, compound

Product 1

HCID 58477232HCID 58477232, compoundYield 111.9%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

LiOH.H2O (28 mg, 0.64 mmol) was added to a solution of methyl 4-oxo-2-(2-(trifluoromethyl)pyridin-3-yl)-4H-chromene-8-carboxylate 40 (120 mg, 0.32 mmol) in H2O/THF/MeOH (5 mL, 1:2:2). The reaction mixture was stirred at ambient temperature for 12 h, poured into H2O and the pH adjusted to 3. The mixture was extracted with ethyl acetate, dried (MgSO4) and concentrated to give 41 (120 mg) which was with no further purification.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b17d003b42cf41009bfd5ed771d69bdb
Source dataset
uspto-grants-2015_03
Patent number
US08987258B2

Reaction notes

Loading…