(R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-one → (R)-9-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl) ethynyl)-3-(trifluoromethyl)-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxamide

HRID 575303Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 575303
Br[C:2]1[CH:23]=[CH:22][C:5]2[O:6][CH2:7][CH:8](F)[C:9]3[N:10]([N:11]=[C:12]([C:18]([NH2:20])=[O:19])[C:13]=3[C:14]([F:17])([F:16])[F:15])[C:4]=2[CH:3]=1.[C:24]([C@:26]1([OH:33])[CH2:30][CH2:29][N:28]([CH3:31])[C:27]1=[O:32])#[CH:25]>>[OH:33][C@@:26]1([C:24]#[C:25][C:2]2[CH:23]=[CH:22][C:5]3[O:6][CH2:7][CH2:8][C:9]4[N:10]([N:11]=[C:12]([C:18]([NH2:20])=[O:19])[C:13]=4[C:14]([F:17])([F:16])[F:15])[C:4]=3[CH:3]=2)[CH2:30][CH2:29][N:28]([CH3:31])[C:27]1=[O:32]

Komponenten

3

Edukt 2

HCID 86693296(R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-oneHCID 89754787Racemic 9-bromo-4-fluoro-3-(trifluoromethyl)-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxamide

Produkt 1

HCID 89754958(R)-9-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl) ethynyl)-3-(trifluoromethyl)-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxamideAusbeute 59 %

Versuchsvorschrift

Similar to as described in General Procedure G, racemic 9-bromo-4-fluoro-3-(trifluoromethyl)-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxamide was reacted with (R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-one to give the titled compound as a white solid 8.9 mg (59%).

Quellen und Nachweise

ORD-Eintrag
ord-8a27f8a20da240ecb4b8aba08872a577
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034866B2

Notizen zur Reaktion

Wird geladen…