(4-Methylpiperazin-1-yl)acetic acid → HCID 25094962, compound

HRID 709498Notes

Reaction equation

HRID 709498 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([OH:11])=[O:10])[CH2:4][CH2:3]1.ClC(Cl)(Cl)C[O:15][C:16](=[O:37])[CH:17]([S:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25]O)=[CH:21][CH:20]=1>>[F:36][C:33]1[CH:34]=[CH:35][C:30]([CH2:29][CH2:28][S:27][CH:17]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([CH2:25][O:10][C:9](=[O:11])[CH2:8][N:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]3)=[CH:23][CH:24]=2)[C:16]([OH:37])=[O:15])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 2762732(4-Methylpiperazin-1-yl)acetic acidHCID 441850462-[2-(4-Fluoro-phenyl)-ethylsulfanyl]-3-(4-hydroxymethyl-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester

Product 1

HCID 25094962HCID 25094962, compound

Procedure

The title compound was prepared starting from N-methyl piperazino acetic acid and 2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-3-(4-hydroxymethyl-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester in the same manner as described for example 7 (yield: 7.9 mg, 26%). 1H-NMR (300 MHz, CDCl3): δ 2.28-2.54 (m, 4H), 2.42 (s, 3H), 2.63-2.88 (m, 4H), 2.88-3.29 (m, 10H), 3.60-3.67 (m, 1H), 5.00-5.21 (m, 2H), 6.91-7.00 (m, 2H), 7.13-7.20 (m, 2H), 7.22-7.33 (m, 4H); Mass Spectrum: M+H+475.

Sources & evidence

ORD record
ord-b57108e68cb04ed396a9ad387b070e57
Source dataset
uspto-grants-2015_11
Patent number
US09181181B2

Reaction notes

Loading…