1-(4-Acetylaminophenyl)-7-Methylthiophthalazine → HCID 12986172, compound

HRID 2181608Notes

Reaction equation

HRID 2181608 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([S:21][CH3:22])[CH:19]=3)[CH:14]=[N:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH3:23][Li]>C1COCC1>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([S:21][CH3:22])[CH:19]=3)[CH:14]([CH3:23])[NH:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 99444901-(4-Acetylaminophenyl)-7-MethylthiophthalazineHCID 178418348HCID 178418348, compound

Product 1

HCID 12986172HCID 12986172, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the phthalazine 7 (1.2 g, 3.88 mmol) in THF (150 mL) was added methyl lithium (1.4 M, 11 mL) at 0° C. The resulting dark brown solution was stirred 2 hours. Ice water was added to quench the reaction. The aqueous phase was extracted with DCM three times. The combined organic phase was dried over Na2SO4. Removal of the solvent afforded the crude product, which was used directly for the next step.

Workup

  1. customto quench
  2. customthe reaction
  3. extractionThe aqueous phase was extracted with DCM three times
  4. dry with materialThe combined organic phase was dried over Na2SO4
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-d82569ce46474fb8a1c9f76d18c3335d
Source dataset
uspto-grants-2005_05
Patent number
US06894048B2

Reaction notes

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