Boron tribromide → (+/-)-trans-2-Dimethylaminocarbonyl-6-ethyl-8a-(3-hydroxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

HRID 2876

Reaktionsgleichung

Reaktionsgleichung von HRID 2876
[CH3:1][N:2]([CH3:29])[C:3]([C:5]1[NH:27][C:8]2[CH2:9][C@@:10]3([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([O:25]C)[CH:20]=4)[C@H:15]([CH2:16][C:7]=2[C:6]=1[CH3:28])[CH2:14][N:13]([CH2:17][CH3:18])[CH2:12][CH2:11]3)=[O:4].B(Br)(Br)Br.[ClH:34].CCOCC>CO>[ClH:34].[CH3:29][N:2]([CH3:1])[C:3]([C:5]1[NH:27][C:8]2[CH2:9][C@@:10]3([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([OH:25])[CH:20]=4)[C@H:15]([CH2:16][C:7]=2[C:6]=1[CH3:28])[CH2:14][N:13]([CH2:17][CH3:18])[CH2:12][CH2:11]3)=[O:4]

Komponenten

5

Edukt 3

HCID 25134Boron tribromideHCID 10953452Ether hydrochlorideHCID 22883662(+/-)trans-2-dimethylaminocarbonyl-6-ethyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g] isoquinoline

Produkt 1

HCID 22883660(+/-)-trans-2-Dimethylaminocarbonyl-6-ethyl-8a-(3-hydroxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

0.5 g (1.25 mmol) of (±)trans-2-dimethylaminocarbonyl-6-ethyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g] isoquinoline were treated with 0.725 ml (7.5 mmol) of boron tribromide as described in example 2. The etude product was dissolved in MeOH and the solution brought to acidic pH with HCl/Et2O. The solvent was evaporated in vacuo and the solid crystallized from EtOH, yielding 0.15 g of the title compound. M.p.=305° C. dec.

Aufarbeitung

  1. customThe solvent was evaporated in vacuo
  2. customthe solid crystallized from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-3ae2e96f1f8c4014ac444d242c55c3da
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731322

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