Water → HCID 57561079, compound

HRID 1724858Notes

Reaction equation

HRID 1724858 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]1[CH:14]=[C:13]([Cl:15])[C:12]2[C:7](=[CH:8][C:9]([C:16]3[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:10][N:11]=2)[N:6]=1.O>C1COCC1>[Cl:15][C:13]1[C:12]2[C:7](=[CH:8][C:9]([C:16]3[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:10][N:11]=2)[N:6]=[C:5]([O:2][CH3:1])[CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 57561139HCID 57561139, compound

Product 1

HCID 57561079HCID 57561079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Add sodium methoxide (4M, 0.45 mL, 1.8 mmol) to a solution of 2,4-dichloro-7-[3-(trifluoromethyl)pyrdin-2yl]-1,5-naphthyridine (575 mg, 1.6 mmol) in THF (10 mL). Stir at room temperature for 1 hour, add water (15 mL) and extract with ethyl acetate. Wash the combined organic extracts with brine, dry (MgSO4) and evaporate. Purify the residue by flash chromatography (elute with 1:2 hexane:ether) to give the title compound.

Workup

  1. extractionextract with ethyl acetate
  2. washWash the combined organic extracts with brine
  3. dry with materialdry (MgSO4)
  4. customevaporate
  5. customPurify the residue
  6. washby flash chromatography (elute with 1:2 hexane:ether)

Sources & evidence

ORD record
ord-a2775686eef145e9aea2ccd534ec6fb9
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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