2-Naphthoic acid → N-[3-cyano-4-(4-hydroxypiperidin-1-yl)phenyl]naphthalene-2-carboxamide

HRID 2216427Notes

Reaction equation

HRID 2216427 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=O.[NH2:14][C:15]1[CH:16]=[CH:17][C:18]([N:23]2[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]2)=[C:19]([CH:22]=1)[C:20]#[N:21]>>[C:20]([C:19]1[CH:22]=[C:15]([NH:14][C:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[O:13])[CH:16]=[CH:17][C:18]=1[N:23]1[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]1)#[N:21]

Participants

3

Reactant 2

HCID 71232-Naphthoic acidHCID 219423135-Amino-2-(4-hydroxypiperidin-1-yl)benzonitrile

Product 1

HCID 21942387N-[3-cyano-4-(4-hydroxypiperidin-1-yl)phenyl]naphthalene-2-carboxamideYield 67.9%

Procedure

By the reaction and treatment in the same manner as in Example 6 using naphthalene-2-carboxylic acid (0.44 g) and 5-amino-2-(4-hydroxypiperidin-1-yl)benzonitrile (0.5 g), the title compound (0.58 g) was obtained. melting point: 183-185° C.

Sources & evidence

ORD record
ord-15c27f683eed46d8b389c35aa113ce0c
Source dataset
uspto-grants-2006_09
Patent number
US07112594B2

Reaction notes

Loading…