(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chloride → (2R)-N-{[7-(1-Hydroxycyclopentyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]methyl}-2,3-dihydro-1,4-benzodioxine-2-carboxamide

HRID 2229440Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2229440
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[C:11](Cl)=[O:12].[NH2:14][CH2:15][C:16]1([C:27]2([OH:32])[CH2:31][CH2:30][CH2:29][CH2:28]2)[C:19]2[C:20]3[O:24][CH:23]=[CH:22][C:21]=3[CH:25]=[CH:26][C:18]=2[CH2:17]1>ClCCl.C(N(C(C)C)CC)(C)C.O>[OH:32][C:27]1([C:16]2([CH2:15][NH:14][C:11]([C@@H:2]3[O:1][C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[O:4][CH2:3]3)=[O:12])[C:19]3[C:20]4[O:24][CH:23]=[CH:22][C:21]=4[CH:25]=[CH:26][C:18]=3[CH2:17]2)[CH2:31][CH2:30][CH2:29][CH2:28]1

Komponenten

6

Edukt 2

HCID 7022160(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chlorideHCID 184677861-[7-(Aminomethyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]cyclopentanol

Produkt 1

HCID 69953004(2R)-N-{[7-(1-Hydroxycyclopentyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]methyl}-2,3-dihydro-1,4-benzodioxine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 81531DiisopropylethylamineLösungsmittel

Versuchsvorschrift

A solution of 762 mg of (2R)-2,3-dihydrobenzo[1,4]dioxin-2-ylcarboxylic acid chloride is added, at 0° C., to 900 mg of the compound obtained in Step A in 30 ml of dichloromethane and 1.2 ml of diisopropylethylamine. After 48 hours at room temperature, the reaction mixture is diluted with water and extracted with dichloromethane. Conventional treatment of the organic phases enables, after evaporation under reduced pressure, the expected product to be isolated in the form of a meringue.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customafter evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2b032aa984264521900368960fc2444a
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06420413B2

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