Hydrochloric Acid → HCID 67418127, compound

HRID 1667420Notes

Reaction equation

HRID 1667420 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18](Cl)=[N:17][N:16]=[C:15]3Cl)=[O:11])[CH:4]=1.[CH3:26][O-:27].[Na+].Cl.CN([CH:33]=[O:34])C>>[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18]([O:27][CH3:26])=[N:17][N:16]=[C:15]3[O:34][CH3:33])=[O:11])[CH:4]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 10942334Sodium MethoxideHCID 86620970HCID 86620970, compound

Product 1

HCID 67418127HCID 67418127, compound

Procedure

A mixture of 1,4-dichloro-phthalazine-6-carboxylic acid (4-trifluoromethyl-pyridin-2-yl) amide (0.487 g, 1.258 mmol), NaOMe (0.333 g, 6.164 mmol) and DMF (5 mL) was stirred at room temperature for 16 hours. The reaction was poured onto water, neutralized with 2N HCl and extracted into EtOAc (×3). The combined organic layer was washed with water, brine and dried (Na2SO4). Chromatography (Hex/EtOAc) afforded 1,4-dimethoxy-phthalazine-6-carboxylic acid (4-trifluoromethyl-pyridin-2-yl)-amide (0.24 g), m/z (M+1) 379.11.

Workup

  1. additionThe reaction was poured onto water
  2. extractionextracted into EtOAc (×3)
  3. washThe combined organic layer was washed with water, brine
  4. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-288eae748d1743f081ac4fc23b771556
Source dataset
uspto-grants-2011_10
Patent number
US08044041B2

Reaction notes

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