2-Bromo-5-(ethylsulfonyl)pyridine → [4-(5-Ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-1-methyl-naphthalen-2-yl]-acetic acid methyl ester

HRID 238624

Reaktionsgleichung

Reaktionsgleichung von HRID 238624
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5]1[CH:14]=[C:13]([OH:15])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:16])[CH:11]=2)[C:6]=1[CH3:17].Br[C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH2:29][CH3:30])(=[O:28])=[O:27])=[CH:22][N:21]=1.COC(=O)C(=CC1C=CC(F)=CC=1)CC(O)=O>>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5]1[CH:14]=[C:13]([O:15][C:20]2[CH:25]=[CH:24][C:23]([S:26]([CH2:29][CH3:30])(=[O:27])=[O:28])=[CH:22][N:21]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:16])[CH:11]=2)[C:6]=1[CH3:17]

Komponenten

4

Edukt 3

HCID 533931842-Bromo-5-(ethylsulfonyl)pyridineHCID 59326584(6-Fluoro-4-hydroxy-1-methyl-naphthalen-2-yl)acetic acid methyl esterHCID 673037992-(4-Fluoro-benzylidene)-succinic acid 1-methyl ester

Produkt 1

HCID 59326521[4-(5-Ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-1-methyl-naphthalen-2-yl]-acetic acid methyl esterAusbeute 75 %

Versuchsvorschrift

Starting with (6-fluoro-4-hydroxy-1-methyl-naphthalen-2-yl)acetic acid methyl ester (18 mg, 0.073 mmol) and 2-bromo-5-ethanesulfonyl-pyridine (27 mg, 0.109 mmol), using a method analogous to the one described for the methyl ester of example 1-1, [4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-1-methyl-naphthalen-2-yl]-acetic acid methyl ester (22.7 mg, 75%) was obtained as a light yellow solid.

Quellen und Nachweise

ORD-Eintrag
ord-c465bafad2a345ea88c1e1c36d5c4835
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642629B2

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