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 2872

반응식

HRID 2872 반응식
[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]

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-85e68abf33ca4928bc83045893ab7a1b
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731322

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