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

HRID 2868

반응식

HRID 2868 반응식
[CH2:1]([NH:8][C:9]([C:11]1[NH:32][C:14]2[CH2:15][C@@:16]3([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([O:30]C)[CH:25]=4)[C@H:21]([CH2:22][C:13]=2[C:12]=1[CH3:33])[CH2:20][N:19]([CH3:23])[CH2:18][CH2:17]3)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B(Br)(Br)Br.[ClH:38].CCOCC>CO>[ClH:38].[CH2:1]([NH:8][C:9]([C:11]1[NH:32][C:14]2[CH2:15][C@@:16]3([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([OH:30])[CH:25]=4)[C@H:21]([CH2:22][C:13]=2[C:12]=1[CH3:33])[CH2:20][N:19]([CH3:23])[CH2:18][CH2:17]3)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 25134Boron tribromideHCID 10953452Ether hydrochlorideHCID 22883641(+/-)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline

생성물 1

HCID 22883639(+/-)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-hydroxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

0.38 g of (±)-trans-2-benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline were treated with 0.55 ml (5.7 mmol) of boron tribromide as described in example 2. The residue was dissolved in MeOH and the solution brought to acidic pH with HCl/Et2O. The solvent was evaporated in vacuo and the solid crystallised from a mixture of acetone/MeOH=1:1, yielding 0.15 g of the title compound. M.p.=297°-299° C. C27H31N3 O2.HCl I.R. (KBr): 3290, 2910, 1650, 1540, 1320cm-1

후처리

  1. customThe solvent was evaporated in vacuo
  2. customthe solid crystallised from a mixture of acetone/MeOH=1:1

출처 및 근거

ORD 기록
ord-2895d0d365944737af7826beeea98209
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731322

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