Hydrogen chloride-ethyl acetate → N-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-6-(4-fluorophenyl)nicotinamide hydrochloride

HRID 1784764Notes

Reaction equation

HRID 1784764 reaction equation
[CH:1]1([C:4]2[N:5]=[C:6]3[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][N:7]3[C:15]=2[CH3:16])[CH2:3][CH2:2]1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[CH:26][N:25]=2)=[CH:20][CH:19]=1.[ClH:33].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:33].[CH:1]1([C:4]2[N:5]=[C:6]3[CH:11]=[CH:10][C:9]([NH:12][C:28](=[O:29])[C:27]4[CH:31]=[CH:32][C:24]([C:21]5[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=5)=[N:25][CH:26]=4)=[CH:8][N:7]3[C:15]=2[CH3:16])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 21866389Hydrogen chloride-ethyl acetateHCID 227301866-(4-Fluorophenyl)nicotinic acidHCID 231205162-Cyclopropyl-3-methyl-6-nitroimidazo[1,2-a]pyridine

Product 1

HCID 69054784N-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-6-(4-fluorophenyl)nicotinamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Operations similar to those of Example 1 were conducted using 2-cyclopropyl-3-methyl-6-nitroimidazo[1,2-a]pyridine and 6-(4-fluorophenyl)nicotinic acid. The resulting solid was dissolved in ethyl acetate, followed by addition of 4N hydrochloric acid-ethyl acetate solution and concentration under reduced pressure. The title compound was obtained as white solid.

Sources & evidence

ORD record
ord-d3d8e3b51cb34b638d44b7ce49ebfd54
Source dataset
uspto-grants-2009_03
Patent number
US07504412B2

Reaction notes

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