(s)-2-Mercaptosuccinic acid → 2-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid

HRID 1695931

Reaktionsgleichung

Reaktionsgleichung von HRID 1695931
[CH3:1][C:2]([CH3:24])([CH3:23])[CH2:3][CH2:4]/[N:5]=[CH:6]/[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:8]=1[NH:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.[SH:25][C@@H:26]([CH2:30][C:31]([OH:33])=[O:32])[C:27](O)=[O:28]>C1(C)C=CC=CC=1>[N:17]1([CH2:16][CH2:15][NH:14][C:8]2[C:9]([F:13])=[CH:10][CH:11]=[CH:12][C:7]=2[CH:6]2[N:5]([CH2:4][CH2:3][C:2]([CH3:24])([CH3:23])[CH3:1])[C:27](=[O:28])[C@H:26]([CH2:30][C:31]([OH:33])=[O:32])[S:25]2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Komponenten

4

Edukt 2

HCID 3246154(s)-2-Mercaptosuccinic acidHCID 178444764HCID 178444764, Verbindung

Produkt 1

HCID 577743712-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

2-((E)-(3,3-dimethylbutylimino)methyl)-6-fluoro-N-(2-(piperidin-1-yl)ethyl)benzenamine (457 mg, 1.370 mmol) and (S)-2-mercaptosuccinic acid (224 mg, 1.492 mmol) were stirred in toluene (14 mL) at 80° C. for 24 hours. The solvent was removed on a rotary evaporator under high vacuum at 35° C. Crude 2-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid was obtained as a brown foam and carried on to the next reaction.

Aufarbeitung

  1. customThe solvent was removed on a rotary evaporator under high vacuum at 35° C

Quellen und Nachweise

ORD-Eintrag
ord-1f044c7c98d3480a8a1a88fe8222ac2b
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163737B2

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