5-Aminonicotinic Acid → 5-(5-methyl-2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)pyridine-3-carboxylic acid

HRID 2064561Notes

Reaction equation

HRID 2064561 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][C:5](=O)[CH:4]([CH2:9][C:10](=O)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3]1.[NH2:18][C:19]1[CH:20]=[C:21]([C:25]([OH:27])=[O:26])[CH:22]=[N:23][CH:24]=1>>[CH3:1][CH:2]1[CH2:7][CH2:6][C:5]2[N:18]([C:19]3[CH:20]=[C:21]([C:25]([OH:27])=[O:26])[CH:22]=[N:23][CH:24]=3)[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][C:4]=2[CH2:3]1

Participants

3

Reactant 2

HCID 3543165-Aminonicotinic AcidHCID 122703404-Methyl-2-(2-oxo-2-phenylethyl)cyclohexanone

Product 1

HCID 592145145-(5-methyl-2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)pyridine-3-carboxylic acidYield 48%

Procedure

Following the general methods as outlined under Intermediate 13, starting from 4-methyl-2-(2-oxo-2-phenylethyl)cyclohexanone and 5-aminopyridine-3-carboxylic acid, the title compound was isolated in 48% yield (98% purity by HPLC). MS(ESI+): 334.5; MS(ESI−): 332.4.

Sources & evidence

ORD record
ord-6ce7035d9831488f82447aabd77dca3d
Source dataset
uspto-grants-2012_10
Patent number
US08288432B2

Reaction notes

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