Acetyl chloride → HCID 58564491, compound

HRID 1887472Notes

Reaction equation

HRID 1887472 reaction equation
[CH2:1]([NH:5][C:6]1[N:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]2=[N:8][C:7]=1[CH:15]([CH3:17])[CH3:16])[CH2:2][CH2:3][CH3:4].[C:18](Cl)(=[O:20])[CH3:19].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:1]([N:5]([C:6]1[N:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]2=[N:8][C:7]=1[CH:15]([CH3:16])[CH3:17])[C:18](=[O:20])[CH3:19])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 45377143HCID 45377143, compound

Product 1

HCID 58564491HCID 58564491, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N-butyl-2-isopropylimidazo[1,2-a]pyridin-3-amine 5 (250 mg, 1.08 mmol) was reacted with acetyl chloride (2 eq., 2.16 mmol, 154 μl) in the presence of K2CO3 (2 eq., 2.16 mmol, 299 mg) in acetonitrile (10 ml) at room temperature. The reaction progress was monitored by TLC. Purification of the product was achieved by column chromatography, eluting with ethyl acetate:hexane.

Workup

  1. customPurification of the product
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-0d6abf7ee2954b379eb0ec744e2efc73
Source dataset
uspto-grants-2013_08
Patent number
US08501767B2

Reaction notes

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