4-(Pyridin-3-yl)benzaldehyde → 3-{3-[(4-Pyridin-3-yl-benzylamino)-methyl]-phenyl}-propionic acid methyl ester

HRID 2117477

Reaction equation

HRID 2117477 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][NH2:14])[CH:8]=1.[N:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]2[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=2)[CH:17]=1>>[CH3:2][O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][NH:14][CH2:26][C:25]2[CH:24]=[CH:23][C:22]([C:18]3[CH:17]=[N:16][CH:21]=[CH:20][CH:19]=3)=[CH:29][CH:28]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 36930464-(Pyridin-3-yl)benzaldehydeHCID 22282736Methyl 3-(3-(aminomethyl)phenyl)propanoate hydrochloride

Product 1

HCID 542431953-{3-[(4-Pyridin-3-yl-benzylamino)-methyl]-phenyl}-propionic acid methyl ester

Procedure

The title compound of Step A was prepared from 3-(3-aminomethyl-phenyl)-propionic acid methyl ester hydrochloride salt, of Preparation 44, and 4-pyridin-3-yl-benzaldehyde, of Preparation 23, using the method described in Example 1, Step A. 1H NMR (400 MHz, CDCl3) δ 8.81 (d, 1H), 8.55 (dd, 1H), 7.84 (m, 1H), 7.53 (d, 2H), 7.44 (d, 2H), 7.33 (m, 1H), 7.26-7.18 (m, 3H), 7.07 (d, 1H), 3.84 (s, 2H), 3.79 (s, 2H), 3.64 (s, 3H), 2.92 (t, 2H), 2.61 (t, 2H); MS 361 (M+1).

Sources & evidence

ORD record
ord-b442e5e30b504833ba83e86b7eb1ef4f
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Linked notes

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