Triethylamine → {4-[(3-Sulfonylmethylpyridyl)amino]-2-phenylbenzoyl}methionine methyl ester

HRID 2121140Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2121140
Cl.Cl[S:3]([CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)(=[O:5])=[O:4].[CH3:13][O:14][C:15](=[O:37])[C@H:16]([CH2:33][CH2:34][S:35][CH3:36])[NH:17][C:18](=[O:32])[C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][C:20]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[CH3:13][O:14][C:15](=[O:37])[C@H:16]([CH2:33][CH2:34][S:35][CH3:36])[NH:17][C:18](=[O:32])[C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:8]2[C:7]([CH:6]=[S:3](=[O:5])=[O:4])=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:21][C:20]=1[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 18666758N-(4-Amino-2-phenylbenzoyl)methionine methyl esterHCID 23436466(Pyridin-3-yl)methanesulfonyl chloride hydrochloride

Produkt 1

HCID 20622808{4-[(3-Sulfonylmethylpyridyl)amino]-2-phenylbenzoyl}methionine methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3-chlorosulfonylmethylpyridine hydrochloride (1.0 equivalent) and (4-amino-2-phenylbenzoyl)methionine methyl ester (1.0 equivalent) in dichloromethane is treated with triethylamine (2.2 equivalents). When judged complete by TLC analysis, the reaction is diluted with ethyl acetate, and then is washed with pH 4 water, saturated NaHCO3, and brine. The mixture is dried and concentrated to give the crude title compound which is purified by chromatography on silica gel.

Aufarbeitung

  1. washis washed with pH 4 water, saturated NaHCO3, and brine
  2. customThe mixture is dried
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ffd78cb4f01a45049ff9cdd3ac47977e
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06693123B2

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