Methyl L-phenylalaninate hydrochloride → HCID 10523822, compound

HRID 1061302Notes

Reaction equation

HRID 1061302 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.[CH3:18][O:19][C:20](=[O:30])[C@H:21]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[NH2:22]>>[CH3:18][O:19][C:20](=[O:30])[C@@H:21]([NH:22][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)[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 75736Methyl L-phenylalaninate hydrochlorideHCID 220640224-(4-Oxopiperidin-1-yl)benzoic acid

Product 1

HCID 10523822HCID 10523822, compound

Procedure

The title compound was prepared from 4-(4-oxo-piperidine-1-yl)-benzoic acid (which was obtained in Example 151) and L-phenylalanine methyl ester hydrochloride according to the procedure of Example 154 as a pale yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 2.41 (t, J=6.0 Hz, 4H), 3.05-3.20 (m, 2H), 3.71 (t, J=6.0 Hz, 4H), 4.55-4.65 (m, 1H), 6.97 (d, J=8.9 Hz, 2H), 7.10-7.45 (m, 5H), 7.73 (d, J=8.9 Hz, 2H), 8.52 (d, J=7.8 Hz, 1H); MS (ES) m/z: 381.3 (MH+); HRMS Calcd. for C22H25N2O4 (MH+): 381.1809. Found: 380.1807.

Sources & evidence

ORD record
ord-77f06605bdc945ac905c9049982f7492
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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