Dichloromethane → HCID 135599977, compound

HRID 1175815Notes

Reaction equation

HRID 1175815 reaction equation
[NH2:1][C:2]1[N:3]([C:16]2[CH:21]=[C:20]([OH:22])[CH:19]=[CH:18][C:17]=2[Cl:23])[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12.C(N(CC)CC)C.[C:31](Cl)(=[O:33])[CH3:32].ClCCl>O>[C:31]([O:22][C:20]1[CH:19]=[CH:18][C:17]([Cl:23])=[C:16]([N:3]2[C:2]([NH2:1])=[C:6]3[C:7](=[O:15])[NH:8][C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=4[C:5]3=[N:4]2)[CH:21]=1)(=[O:33])[CH3:32]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 135458167HCID 135458167, compound

Product 1

HCID 135599977HCID 135599977, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-amino-2-(2-chloro-5-hydroxyphenyl)-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (65 mg), triethylamine (31 μl), acetyl chloride (15 μl) and dichloromethane (1.7 ml) was stirred at room temperature for 12 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and chloroform-hexane was added to the residue. The precipitated solid was collected by filtration to obtain the target compound (52 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure, and chloroform-hexane
  5. additionwas added to the residue
  6. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-7bfcd7f631de41c6b43e6838e75fa19e
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

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