Glycine ethyl ester, hydrochloride → Ethyl {[4-(4-oxo-1-piperidinyl)benzoyl]amino}acetate

HRID 1061299Notes

Reaction equation

HRID 1061299 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:24])[CH2:22][NH2:23])[CH3:19]>>[O:1]=[C:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:9]=[CH:10][C:11]([C:12]([NH:23][CH2:22][C:21]([O:20][CH2:18][CH3:19])=[O:24])=[O:14])=[CH:15][CH:16]=2)[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 220640224-(4-Oxopiperidin-1-yl)benzoic acid

Product 1

HCID 10733298Ethyl {[4-(4-oxo-1-piperidinyl)benzoyl]amino}acetate

Procedure

The title compound was prepared from 4-(4-oxo-piperidine-1-yl)-benzoic acid (which was obtained in Example 151) and glycine ethyl ester hydrochloride according to the procedure of Example 154 as a pale yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 1.20 (t, J=7.1 Hz, 3H), 2.43 (t, J=6.1 Hz, 4H), 3.72 (t, J=6.1 Hz, 4H), 3.95 (d, J=5.8 Hz, 2H), 4.10 (q, J=7.1 Hz, 2H), 7.04 (d, J=8.9 Hz, 2H), 7.77 (d, J=8.9 Hz, 2H), 8.63 (t, J=5.8 Hz, 1H); MS (ES) m/z: 305.2 (MH+); HRMS Calcd. for C18H22N2O4 (M+): 304.1423. Found: 304.1422.

Sources & evidence

ORD record
ord-9193742257e34d1480a17614a0a4457e
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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