6-Chloronicotinoyl Chloride → 6-chloro-N-[5-(3-cyclohexylpropionamido)-2-methylphenyl]pyridine-3-carboxamide

HRID 2302246Notes

Reaction equation

HRID 2302246 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8](Cl)=[O:9])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[C:14]([NH:19][C:20](=[O:29])[CH2:21][CH2:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:15]=[CH:16][C:17]=1[CH3:18]>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:11][C:12]2[CH:13]=[C:14]([NH:19][C:20](=[O:29])[CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:15]=[CH:16][C:17]=2[CH3:18])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27821656-Chloronicotinoyl ChlorideHCID 10777768N-(3-amino-4-methylphenyl)-3-cyclohexylpropionamide

Product 1

HCID 220580056-chloro-N-[5-(3-cyclohexylpropionamido)-2-methylphenyl]pyridine-3-carboxamide

Procedure

Using an analogous procedure to that described in Example 3, 6-chloropyrid-3-ylcarbonyl chloride was reacted with N-(3-amino-4-methylphenyl)-3-cyclohexylpropionamide (J. Med. Chem. 1996, 39, 3343-3356) to give the title compound; Mass Spectrum: M+H+ 400.

Sources & evidence

ORD record
ord-9b1d5572a3164188a8780c8ac9251d7b
Source dataset
uspto-grants-2002_08
Patent number
US06432949B1

Reaction notes

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