Chloroform → (4-chloro-2-phenyl-2H-pyrazolo[3,4-c]quinolin-1-yl)acetyl chloride

HRID 1095364Notes

Reaction equation

HRID 1095364 reaction equation
O=[C:2]1[C:11]2=[N:12][N:13]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:14](CC(O)=O)=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1.[C:25](Cl)(=O)[C:26]([Cl:28])=[O:27].C(Cl)(Cl)[Cl:32]>CN(C=O)C>[Cl:32][C:2]1[C:11]2=[N:12][N:13]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:14]([CH2:25][C:26]([Cl:28])=[O:27])=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 65578Oxalyl chlorideHCID 57446227HCID 57446227, compound

Product 1

HCID 57446229(4-chloro-2-phenyl-2H-pyrazolo[3,4-c]quinolin-1-yl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

(4-Oxo-2-phenyl-4,5-dihydro-2H-pyrazolo[3,4-c]quinolin-1-yl)acetic acid (8.83 g, 27.7 mmol) was suspended in 175 mL of chloroform. Twenty drops of DMF were added followed by oxalyl chloride (7.2 mL, 83.0 mmol). The reaction mixture was stirred at ambient temperature for 1 hour and concentrated under reduced pressure at 40° C. to afford crude (4-chloro-2-phenyl-2H-pyrazolo[3,4-c]quinolin-1-yl)acetyl chloride.

Workup

  1. concentrationconcentrated under reduced pressure at 40° C.

Sources & evidence

ORD record
ord-c565a5dbc7444008a13ab7c0be721eab
Source dataset
uspto-grants-2012_03
Patent number
US08138173B2

Reaction notes

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