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Bromine → 4-(4-Methoxybenzylthio)-5-bromopyridin-2-amine

HRID 911054
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인쇄 미리보기

반응식

HRID 911054 반응식
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][S:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=2)=[CH:5][CH:4]=1.[Br:18]Br>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][S:8][C:9]2[C:14]([Br:18])=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=2)=[CH:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24408BromineHCID 666179194-(4-Methoxybenzylthio)pyridine-2-amine

생성물 1

HCID 666178114-(4-Methoxybenzylthio)-5-bromopyridin-2-amine수율 54.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

4-(4-methoxybenzylthio)pyridine-2-amine (2.4 g, 9.7 mmol) was dissolved in acetic acid (30 mL). Bromine (1M in AcOH, 9.8 ml, 9.8 mmol) was added dropwise at ambient temperature and the reaction stirred for 30-minutes. The solution was concentrated and the residue was neutralized with saturated NaHCO3 solution. The solution was extracted with EtOAc and the organic layer was dried and concentrated. The residue was purified by flash chromatography (70% EtOAc/hexanes) to obtain the desired product (1.71 g, 54% yield) as a yellow solid.

후처리

  1. concentrationThe solution was concentrated
  2. extractionThe solution was extracted with EtOAc
  3. customthe organic layer was dried
  4. concentrationconcentrated
  5. customThe residue was purified by flash chromatography (70% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-0cbed290ebdc47dbbc5dcf4d65e96e92
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022222B2

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