Cyclohexylamine → HCID 66703602, compound

HRID 425984Notes

Reaction equation

HRID 425984 reaction equation
F[C:2]1[N:12]=[C:11]([F: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(Cl)Cl>[CH:14]1([NH:20][C:2]2[N:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 46311356HCID 46311356, compound

Product 1

HCID 66703602HCID 66703602, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In methylene chloride, ethyl 2,6-difluoronicotinate and cyclohexanamine were stirred at 0° C. for 0.5 hour to obtain ethyl 2-(cyclohexylamino)-6-fluoronicotinate (ES: 267). This was stirred in ethanol by adding sodium hydroxide. By concentrating the reaction liquid under a reduced pressure and purifying the resulting residue by silica gel column chromatography, 2-(cyclohexylamino)-6-fluoronicotinic acid was obtained.

Sources & evidence

ORD record
ord-5655ec121c2d477eaca6d883b9598854
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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