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Chlorosuccinimide → HCID 57426197, 화합물

HRID 1094108
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HRID 1094108 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH2:19][C:20]#[N:21])=[CH:5][N:6]2[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[Cl:22]N1C(=O)CCC1=O>C(Cl)Cl>[NH2:1][C:2]1[C:10]([Cl:22])=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH2:19][C:20]#[N:21])=[CH:5][N:6]2[CH2:11][C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13]
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반응물 2

HCID 31398ChlorosuccinimideHCID 57426196HCID 57426196, 화합물

생성물 1

HCID 57426197HCID 57426197, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl [4-amino-3-(cyanomethyl)-1H-indol-1-yl]acetate from Step A (150 mg, 0.526 mmol) in CH2Cl2 (5 mL) was added N-chlorosuccinimide (70 mg, 0.526 mmol). The reaction mixture was stirred at ambient temperature for 30 min, then partitioned between saturated aqueous NaHCO3 (5 mL) and CHCl3 (15 mL). The aqueous phase was extracted further with CHCl3 (15 mL) and the combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound, which was of sufficient purity for use in the next step. MS: m/z=320 (M+1).

후처리

  1. custompartitioned between saturated aqueous NaHCO3 (5 mL) and CHCl3 (15 mL)
  2. extractionThe aqueous phase was extracted further with CHCl3 (15 mL)
  3. dry with materialthe combined organic extracts were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-70f36504d3774c49afd9e89125194c3c
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133891B2

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