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1,2-Dichloroethane → 6-{4-[2-(2-Methylquinolin-5-yloxy)ethyl]piperazin-1-ylmethyl}quinoxaline

HRID 1295591
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HRID 1295591 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[N:3]=1.C(O[BH-](O[C:31](=O)[CH3:32])OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+].Cl[CH2:41][CH2:42]Cl>>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([CH2:11][C:2]3[CH:1]=[C:42]4[C:41](=[CH:31][CH:32]=3)[N:18]=[CH:17][CH:16]=[N:15]4)[CH2:17][CH2:16]2)[N:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 111,2-DichloroethaneHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 112542672-Methyl-5-(2-piperazin-1-ylethoxy)quinoline

생성물 1

HCID 101269486-{4-[2-(2-Methylquinolin-5-yloxy)ethyl]piperazin-1-ylmethyl}quinoxaline수율 61%

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온도
20 °C

실험 절차

A mixture of 2-methyl-5-(2-piperazin-1-ylethoxy)quinoline (0.054 g, 0.2 mmol) and quinoxaline-6-carboxyaldehyde (0.032 g, 0.2 mmol) in 1,2-dichloroethane (5 mL) was treated with sodium triacetoxyborohydride (64 mg, 0.2 mmol) and stirred at 20° C. under an atmosphere of argon for 24 h. The mixture was then treated with saturated aqueous NaHCO3 (20 mL) and the organic layer separated and purified directly by chromatography on silica (ethyl acetate to 10% methanol/ethyl acetate), to afford the title compound (0.05 g, 61%) as a solid.

후처리

  1. customthe organic layer separated
  2. custompurified directly by chromatography on silica (ethyl acetate to 10% methanol/ethyl acetate)

출처 및 근거

ORD 기록
ord-4ca5ebafc7c24b74bda2e13e07e022b1
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244726B2

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