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Trimethylaluminum → tert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetate

HRID 453857
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HRID 453857 반응식
[C:1]([O:5][C:6](=[O:34])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][CH2:18][C:19]3[N:20]([CH3:33])[C:21]4[C:26]([C:27]=3[C:28]([O:30]C)=O)=[C:25]([Cl:32])[CH:24]=[CH:23][CH:22]=4)[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].[Al](C)(C)C>ClCCl.Cl>[Cl:32][C:25]1[C:26]2[C:27]3[C:28](=[O:30])[N:17]([C:14]4[CH:15]=[C:16]5[C:11]([CH:10]=[CH:9][N:8]5[CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:34])=[CH:12][CH:13]=4)[CH2:18][C:19]=3[N:20]([CH3:33])[C:21]=2[CH:22]=[CH:23][CH:24]=1
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5

반응물 2

HCID 16682925TrimethylaluminumHCID 68427131Methyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate

생성물 1

HCID 86644985tert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetate수율 89%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매
HCID 6344
Dichloromethane
용매
2회

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온도
25 °C

실험 절차

Methyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate (2.416 mmol, 1 equiv.) was dissolved in dichloromethane (36 ml), and (CH3)3Al (2 M solution in toluene, 4.83 mmol) was added at 0° C., under nitrogen. After 10 min, the reaction mixture was heated to 25° C. and then stirred for 2 h. The reaction mixture was diluted with dichloromethane and hydrolysed with 2 M HCl. The phases were separated, and the organic phase was washed with water and sat. NaCl solution (in each case 10 ml). Drying over Na2SO4 was then carried out, followed by concentration under reduced pressure. The product was crystallized from ethyl acetate. Yield: 89%

후처리

  1. customThe phases were separated
  2. washthe organic phase was washed with water and sat. NaCl solution (in each case 10 ml)
  3. dry with materialDrying over Na2SO4
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe product was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-28c1b47fff0444c5bf8389b996d73246
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492559B2

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