beta-Alanine, ethyl ester, hydrochloride → 3-[4-(4-Oxo-piperidin-1-yl)-benzoylamino]-propionic acid ethyl ester

HRID 1794803Notes

Reaction equation

HRID 1794803 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl.[CH2:18]([O:20][C:21](=[O:25])[CH2:22][CH2:23][NH2:24])[CH3:19]>>[CH2:18]([O:20][C:21](=[O:25])[CH2:22][CH2:23][NH:24][C:12](=[O:14])[C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:4][CH2:3][C:2](=[O:1])[CH2:7][CH2:6]2)=[CH:16][CH:15]=1)[CH3:19]

Participants

3

Reactant 2

HCID 458475beta-Alanine, ethyl ester, hydrochlorideHCID 220640224-(4-Oxopiperidin-1-yl)benzoic acid

Product 1

HCID 696549743-[4-(4-Oxo-piperidin-1-yl)-benzoylamino]-propionic acid ethyl ester

Procedure

The title compound was prepared from 4-(4-oxo-piperidin-1-yl)-benzoic acid (which was obtained in Example 151) and beta-alanine ethyl ester hydrochloride according to the procedure of Example 154 as a yellowish solid; 1H NMR (300 MHz, CDCl3) δ 1.28 (t, J=7.1 Hz, 3 H), 2.56 (t, J=6.1 Hz, 4 H), 2.64 (t, J=5.7 Hz, 2 H), 3.55–3.65 (m, 6 H), 4.15(q, J=7.1 Hz, 2 H), 6.82 (t, J=5.7 Hz, 1 H), 6.95(d, J=8.9 Hz, 2 H), 7.70(d, J=8.9 Hz, 2 H); MS (ES) m/z: 319.1 (MH+).

Sources & evidence

ORD record
ord-1875048fd3d94a3cb87fc609213be38a
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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