Chlorosuccinimide → HCID 9815215, 화합물

HRID 392759노트

반응식

HRID 392759 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([N:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)=[O:12])=[CH:5]2.[Cl:20]N1C(=O)CCC1=O>ClCCl.CCOCC>[Cl:20][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Cl:1])[CH:3]=2)[NH:7][C:6]=1[C:11]([N:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)=[O:12]

참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 4908365(5-Chloro-1H-indol-2-yl)(4-methyl-1-piperazinyl)methanone

생성물 1

HCID 9815215HCID 9815215, 화합물수율 50.3%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

(5-Chloro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone (Example 1, 0.23 g) in dichloromethane (3 mL) at ambient temperature was treated with N-chlorosuccinimide (0.123 g) and stirred for 18 h. The reaction mixture was diluted with ether, washed with water, saturated sodium hydrogencarbonate solution and then brine, dried over sodium sulfate, filtered, and concentrated to give crude product. Purification via silica gel chromatography, eluting with 1-8% methanol/dichloromethane afforded the title compound (0.13 g). 1H NMR (400 MHz, CDCl3): δ 2.36 (3H), 2.53 (4H), 3.79 (4H), 7.22 (1H), 7.29 (1H), 7.58 (1H), 10.39 (1H).

후처리

  1. washwashed with water, saturated sodium hydrogencarbonate solution
  2. dry with materialbrine, dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give crude product
  6. customPurification via silica gel chromatography
  7. washeluting with 1-8% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-1e55dbf888084f5496be83f96b5d3e9d
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803362B2

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