Hydrochloric Acid → HCID 67418127, compound

HRID 1803506Notes

Reaction equation

HRID 1803506 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-fb1528e6f1cc451c8ce84ee4b951f9d5
Source dataset
uspto-grants-2013_01
Patent number
US08349836B2

Reaction notes

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