(R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-one → (R)-9-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl) ethynyl)-5,6-dihydro-4H-4,6-methanobenzo[6,7]cyclohepta[1,2-d]thiazole-2-carboxamide

HRID 575287

Reaktionsgleichung

Reaktionsgleichung von HRID 575287
Br[C:2]1[CH:19]=[CH:18][C:5]2[CH:6]3[CH2:17][CH:8]([C:9]4[S:13][C:12]([C:14]([NH2:16])=[O:15])=[N:11][C:10]=4[C:4]=2[CH:3]=1)[CH2:7]3.[C:20]([C@:22]1([OH:29])[CH2:26][CH2:25][N:24]([CH3:27])[C:23]1=[O:28])#[CH:21]>>[OH:29][C@@:22]1([C:20]#[C:21][C:2]2[CH:19]=[CH:18][C:5]3[CH:6]4[CH2:17][CH:8]([C:9]5[S:13][C:12]([C:14]([NH2:16])=[O:15])=[N:11][C:10]=5[C:4]=3[CH:3]=2)[CH2:7]4)[CH2:26][CH2:25][N:24]([CH3:27])[C:23]1=[O:28]

Komponenten

3

Edukt 2

HCID 86693296(R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-oneHCID 866933149-bromo-5,6-dihydro-4H-4,6-methanobenzo[6,7]cyclohepta[1,2-d]thiazole-2-carboxamide

Produkt 1

HCID 86693313(R)-9-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl) ethynyl)-5,6-dihydro-4H-4,6-methanobenzo[6,7]cyclohepta[1,2-d]thiazole-2-carboxamideAusbeute 59 %

Versuchsvorschrift

Similar to as described in General Procedure G, 9-bromo-5,6-dihydro-4H-4,6-methanobenzo[6,7]cyclohepta[1,2-d]thiazole-2-carboxamide was reacted with (3R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-one to give the titled compound as an off-white solid (14.4 mg, 59%).

Quellen und Nachweise

ORD-Eintrag
ord-67e542e0ac1248c0918acb59599b4508
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034866B2

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