1,2-Dichloroethane → Methyl 14-cyclohexyl-5-methyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate

HRID 1444633노트

반응식

HRID 1444633 반응식
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:26]([O:28][CH3:29])=[O:27])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[NH:18][CH2:17][CH2:16][CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:31]CCl.C=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>CCOC(C)=O>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:26]([O:28][CH3:29])=[O:27])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[N:18]([CH3:31])[CH2:17][CH2:16][CH2:15]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 68699880HCID 68699880, 화합물

생성물 1

HCID 68695685Methyl 14-cyclohexyl-5-methyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of methyl 14-cyclohexyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate in DCE (0.05 M) 1 eq of formaldehyde (37 wt. % sol. in H2O) and 2 eq of NaBH(OAc)3 were added and the solution stirred at RT for 1 h. The reaction mixture was diluted with EtOAc. The organic phase was washed with NaHCO3 (s.s.) and brine. The organic phase was dried over Na2SO4 filtered and concentrated in vacuo. The title compound was used directly in the next step; MS (ES+) m/z 403 (M+H)+.

후처리

  1. washThe organic phase was washed with NaHCO3 (s.s.) and brine
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e916ada497b948d08e8071c2874dc42a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662809B2

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