Cyclopropanecarbonyl chloride → HCID 86591877, compound

HRID 2213075Notes

Reaction equation

HRID 2213075 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[CH3:7][C:8]1[N:13]=[CH:12][C:11]([C:14]2[CH:15]=[C:16]3[C:22]([NH2:23])=[N:21][NH:20][C:17]3=[CH:18][N:19]=2)=[CH:10][CH:9]=1>N1C=CC=CC=1>[CH:1]1([C:4]([N:20]2[C:17]3=[CH:18][N:19]=[C:14]([C:11]4[CH:12]=[N:13][C:8]([CH3:7])=[CH:9][CH:10]=4)[CH:15]=[C:16]3[C:22]([NH:23][C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:5])=[N:21]2)=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 21956510HCID 21956510, compound

Product 1

HCID 86591877HCID 86591877, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Cyclopropanecarbonyl chloride (186 mg, 1.776 mmol) was added to a stirred solution of 5-(6-methylpyridin-3-yl)-1H-pyrazolo[3,4-c]pyridin-3-ylamine (200 mg, 0.888 mmol) in anhydrous pyridine (5 mL) and the reaction was heated under reflux for 16 hours. The solvent was removed in vacuo, and the residue chromatographed on silica gel using 10% v/v methanol in dichloromethane as eluent to afford the title compound as a solid.

Workup

  1. temperaturethe reaction was heated
  2. temperatureunder reflux for 16 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue chromatographed on silica gel using 10% v/v methanol in dichloromethane as eluent

Sources & evidence

ORD record
ord-ee49efc1adf44a2fb7af8b3bb753b8d1
Source dataset
uspto-grants-2006_09
Patent number
US07105532B2

Reaction notes

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