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

HRID 2872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2872
[CH:1]([N:4]([CH:31]([CH3:33])[CH3:32])[C:5]([C:7]1[NH:29][C:10]2[CH2:11][C@@:12]3([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([O:27]C)[CH:22]=4)[C@H:17]([CH2:18][C:9]=2[C:8]=1[CH3:30])[CH2:16][N:15]([CH2:19][CH3:20])[CH2:14][CH2:13]3)=[O:6])([CH3:3])[CH3:2].B(Br)(Br)Br.[ClH:38].CCOCC>CO>[ClH:38].[CH:31]([N:4]([CH:1]([CH3:2])[CH3:3])[C:5]([C:7]1[NH:29][C:10]2[CH2:11][C@@:12]3([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[CH:22]=4)[C@H:17]([CH2:18][C:9]=2[C:8]=1[CH3:30])[CH2:16][N:15]([CH2:19][CH3:20])[CH2:14][CH2:13]3)=[O:6])([CH3:33])[CH3:32]

Komponenten

5

Edukt 3

HCID 25134Boron tribromideHCID 10953452Ether hydrochlorideHCID 22883659(+/-)-trans-2-diisopropylaminocarbonyl-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 22883657(+/-)-trans-2-Diisopropylaminocarbonyl-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

1.0 g (2.2 mmol) of (±)-trans-2-diisopropylaminocarbonyl-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 1.15 ml (12.0 mmol) of boron tribromide as described in example 2. The crude 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 acetone, yielding 0.5 g of the title compound. M.p.=263°-265° C.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-85e68abf33ca4928bc83045893ab7a1b
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731322

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