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Pyrrole → (2,6-dichloro-pyridin-3-yl)-(1H-pyrrol-2-yl)-methanone

HRID 456628
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HRID 456628 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[Cl:6][C:7]1[N:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:8]=1[C:9](Cl)=[O:10]>C(Cl)Cl.O.[Ti](Cl)(Cl)(Cl)Cl>[Cl:6][C:7]1[C:8]([C:9]([C:2]2[NH:1][CH:5]=[CH:4][CH:3]=2)=[O:10])=[CH:12][CH:13]=[C:14]([Cl:16])[N:15]=1.[Cl:6][C:7]1[C:8]([C:9]([C:3]2[CH:4]=[CH:5][NH:1][CH:2]=2)=[O:10])=[CH:12][CH:13]=[C:14]([Cl:16])[N:15]=1
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참가 물질

7

반응물 2

HCID 8027PyrroleHCID 122639842,6-Dichlorpyridine-3-carbonyl chloride

생성물 2

HCID 18436867(2,6-dichloro-pyridin-3-yl)-(1H-pyrrol-2-yl)-methanoneHCID 18436868(2,6-dichloro-pyridin-3-yl)-(1H-pyrrol-3-yl)-methanone

시약·촉매·용매 3

HCID 24193Titanium Tetrachloride촉매HCID 962
Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

Titanium (IV) chloride in DCM (10 mL) was added dropwise to a mixture of pyrrole (4 g) and 2,6-dichloro-nicotinoyl chloride (6 g) in DCM (150 mL) at 0° C. The mixture was then stirred at room temperature for 30 mins. The reaction was diluted with water, washed with water (200 mL), 2N NaOH (50 mL) and brine, dried and concentrated. The residue was purified on a silica gel column to give 1.8 g of (2,6-dichloro-pyridin-3-yl)-(1H-pyrrol-2-yl)-methanone and 380 mg of (2,6-dichloro-pyridin-3-yl)-(1H-pyrrol-3-yl)-methanone.

후처리

  1. washwashed with water (200 mL), 2N NaOH (50 mL) and brine
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified on a silica gel column

출처 및 근거

ORD 기록
ord-6bce0ec7330841a09d18628e21fe18f2
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07186716B2

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