HCID 3246154, Verbindung → 2-(2-(2-(2-Morpholinoethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid

HRID 1695944

Reaktionsgleichung

Reaktionsgleichung von HRID 1695944
[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][O: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>[O:20]1[CH2:21][CH2:22][N:17]([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])[CH:26]([CH2:30][C:31]([OH:33])=[O:32])[S:25]2)[CH2:18][CH2:19]1

Komponenten

4

Edukt 2

HCID 3246154HCID 3246154, VerbindungHCID 178444765HCID 178444765, Verbindung

Produkt 1

HCID 866323182-(2-(2-(2-Morpholinoethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Heated 2-((E)-(3,3-dimethylbutylimino)methyl)-6-fluoro-N-(2-morpholinoethyl)benzenamine (606 mg, 1.806 mmol) and (S)-2-mercaptosuccinic acid (282 mg, 1.878 mmol) in toluene (10 mL) at 80° C. for 1 day. Volatiles were removed on a rotary evaporator under high vacuum to give 2-(2-(2-(2-morpholinoethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid as a yellow gum which was carried on to the next step as is. LC/MS: 468.39 (M+1) Rt=diastereomers at 1.91 and 1.93 min (10-90% 3/5 min (grad/run) w/formic acid).

Aufarbeitung

  1. customVolatiles were removed on a rotary evaporator under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9bcc3c01589446c48dc65360063f4b17
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163737B2

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