Chlorosuccinimide → 2-(5-(3-Chloropyrazolo[1,5-a]pyridin-2-yl)pyridin-3-yl)propan-2-ol

HRID 530020Notes

Reaction equation

HRID 530020 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]2=[CH:3][C:2]=1[C:10]1[CH:11]=[C:12]([C:16]([OH:19])([CH3:18])[CH3:17])[CH:13]=[N:14][CH:15]=1.[Cl:20]N1C(=O)CCC1=O>C(#N)C>[Cl:20][C:3]1[C:2]([C:10]2[CH:11]=[C:12]([C:16]([OH:19])([CH3:17])[CH3:18])[CH:13]=[N:14][CH:15]=2)=[N:1][N:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=12

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 894632872-(5-(Pyrazolo[1,5-a]pyridin-2-yl)pyridin-3-yl)propan-2-ol

Product 1

HCID 894716412-(5-(3-Chloropyrazolo[1,5-a]pyridin-2-yl)pyridin-3-yl)propan-2-ol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of the title compound from Example 2 Step A (0.099 g, 0.391 mmol) and N-chlorosuccinimide (0.063 g, 0.469 mmol) in acetonitrile (1.95 ml) was stirred at room temperature for 2 hours. The reaction was then concentrated under reduced pressure, diluted with dichloromethane, washed with saturated aqueous sodium chloride solution, dried over MgSO4, filtered and concentrated under reduced pressure.

Workup

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. additiondiluted with dichloromethane
  3. washwashed with saturated aqueous sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f562f1dfda3e47aa9c76622bbff42f6c
Source dataset
uspto-grants-2016_05
Patent number
US09351973B2

Reaction notes

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