4-(1H-Pyrazol-1-yl)benzaldehyde → 2-Methyl-3-{3-[(4-pyrazol-1-yl-benzylamino)-methyl]-phenyl}-propionic acid methyl ester

HRID 2117524Notes

Reaction equation

HRID 2117524 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH:4]([CH3:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH2:13])[CH:7]=1.[N:16]1([C:21]2[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=2)[CH:20]=[CH:19][CH:18]=[N:17]1>>[CH3:1][O:2][C:3](=[O:15])[CH:4]([CH3:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH:13][CH2:25][C:24]2[CH:23]=[CH:22][C:21]([N:16]3[CH:20]=[CH:19][CH:18]=[N:17]3)=[CH:28][CH:27]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 27764774-(1H-Pyrazol-1-yl)benzaldehydeHCID 537025913-(3-Aminomethyl-phenyl)-2-methyl-propionic acid methyl ester

Product 1

HCID 544977322-Methyl-3-{3-[(4-pyrazol-1-yl-benzylamino)-methyl]-phenyl}-propionic acid methyl ester

Procedure

The title compound of Step δ was prepared from 3-(3-aminomethyl-phenyl)-2-methyl-propionic acid methyl ester of Step C and 4-pyrazol-1-yl-benzaldehyde, of Preparation 42, using the method described in Example 1, Step A, except no base was used. 1H NMR (400 MHz, CDCl3) δ 7.90 (m, 1H), 7.66 (m, 3H), 7.41 (m, 2H), 7.24-7.02 (m, 4H), 6.45 (m, 1H), 3.81 (s, 2H), 3.77 (s, 2H), 3.61 (s, 3H), 3.01 (dd, 1H), 2.76-2.60 (m, 2H), 1.14 (d, 3H); MS 364 (M+1).

Sources & evidence

ORD record
ord-647b084269e74283bd2e2df2fb979a20
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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