(Bis(2-methoxyethyl)amino)sulfur trifluoride → cis-N-[2-(3-Fluoro-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-6-methylsulfanyl-4-trifluoromethyl-benzamide

HRID 659242

Reaktionsgleichung

Reaktionsgleichung von HRID 659242
O[CH:2]1[CH2:6][CH2:5][N:4]([C@H:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[NH:13][C:14](=[O:29])[C:15]2[C:20]([S:21][CH3:22])=[CH:19][C:18]([C:23]([F:26])([F:25])[F:24])=[CH:17][C:16]=2[O:27][CH3:28])[CH2:3]1.COCCN(S(F)(F)[F:40])CCOC>>[F:40][CH:2]1[CH2:6][CH2:5][N:4]([C@H:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[NH:13][C:14](=[O:29])[C:15]2[C:20]([S:21][CH3:22])=[CH:19][C:18]([C:23]([F:26])([F:25])[F:24])=[CH:17][C:16]=2[O:27][CH3:28])[CH2:3]1

Komponenten

3

Edukt 2

HCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 58062933cis-N-[2-(3-Hydroxy-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-6-methylsulfanyl-4-trifluoromethyl-benzamide

Produkt 1

HCID 58062851cis-N-[2-(3-Fluoro-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-6-methylsulfanyl-4-trifluoromethyl-benzamide

Versuchsvorschrift

The title compound, light yellow solid, MS: m/e=435.3 [(M+H)+], was prepared in accordance with the general method of example 17 from cis-N-[2-(3-Hydroxy-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-6-methylsulfanyl-4-trifluoromethyl-benzamide (example 24) and bis(2-methoxyethyl)aminosulfur trifluoride. The two diastereomers were not separated.

Quellen und Nachweise

ORD-Eintrag
ord-66a2e31da9f64419a99b9116e2aa8d5a
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080541B2

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