Acetyl chloride → N-cylcohexyl-N-(6,8-dichloro-2-furan-2-yl-imidazo[1,2-a]pyridin-3-yl)-acetamide

HRID 22810

Reaction equation

HRID 22810 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.[CH:10]1([N+:16]#[C-:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.[CH:18](=O)[C:19]1[O:23][CH:22]=[CH:21][CH:20]=1.[C:25](Cl)(=[O:27])[CH3:26]>Cl(O)(=O)(=O)=O>[CH:10]1([N:16]([C:17]2[N:3]3[CH:4]=[C:5]([Cl:9])[CH:6]=[C:7]([Cl:8])[C:2]3=[N:1][C:18]=2[C:19]2[O:23][CH:22]=[CH:21][CH:20]=2)[C:25](=[O:27])[CH3:26])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 7362FurfuralHCID 778863,5-Dichloro-3-pyridylamineHCID 79129Cyclohexyl isocyanide

Product 1

HCID 9886798N-cylcohexyl-N-(6,8-dichloro-2-furan-2-yl-imidazo[1,2-a]pyridin-3-yl)-acetamide

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Compound (33) was prepared from 1.0 ml of 2-amino-3,5-dichloropyridine solution (0.1 M, DCM), 0.575 ml of cyclohexyl isocyanide solution (0.2 M, DCM), 0.500 ml of furfural solution (0.3 M, DCM), and 10 μl of perchloric acid (w=20%), and reaction with acetyl chloride. Excess acetyl chloride was removed under reduced pressure.

Workup

  1. customExcess acetyl chloride was removed under reduced pressure

Sources & evidence

ORD record
ord-03d73894ec584ff5a656e71d8024258e
Source dataset
uspto-grants-2005_02
Patent number
US06849642B2

Linked notes

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