Cyclohexylamine → HCID 86634341, compound

HRID 425983Notes

Reaction equation

HRID 425983 reaction equation
Cl[C:2]1[N:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH:14]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:13][C:11]1[CH:10]=[CH:9][C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([NH:20][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:12]=1

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 11430Potassium CarbonateHCID 12263987Ethyl 2,6-dichloronicotinate

Product 1

HCID 86634341HCID 86634341, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By allowing ethyl 2,6-dichloronicotinate and cyclohexanamine to undergo the reaction at 50° C. for 1 hour in DMF in the presence of potassium carbonate, ethyl 6-chloro-2-(cyclohexylamino)nicotinate was obtained. By carrying out hydrolysis of an ethanol solution of this at 70° C. for 18 hours in the presence of 1 M sodium hydroxide, 6-chloro-2-(cyclohexylamino)nicotinic acid was obtained.

Sources & evidence

ORD record
ord-224b9272228b4f01873d10be70ba34da
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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