Triethylamine → (1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane

HRID 1431195노트

반응식

HRID 1431195 반응식
Cl.Cl.[CH3:3][N:4]1[CH2:10][C@H:9]2[NH:11][C@H:6]([CH2:7][CH2:8]2)[CH2:5]1.F[C:13]1[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[N:17][CH:18]=1.C(N(CC)CC)C>CS(C)=O.CCOC(C)=O>[CH3:3][N:4]1[CH2:10][C@H:9]2[N:11]([C:13]3[CH:18]=[N:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=3)[C@H:6]([CH2:7][CH2:8]2)[CH2:5]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 167481095-Fluoro-2-nitropyridineHCID 66743274(1R,5S)-3-Methyl-3,8-diazabicyclo[3.2.1]octane dihydrochloride

생성물 1

HCID 66742801(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane수율 81.8%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of (1R,5S)-3-Methyl-3,8-diazabicyclo[3.2.1]octane dihydrochloride (981 mg, 4.93 mmol), 5-fluoro-2-nitropyridine (100 mg, 4.93 mmol), and triethylamine (4.99 g, 49.3 mmol) in DMSO (8 ml) was heated to 80° C. for 2 hr. After cooling to room temperature, the reaction mixture was diluted with EtOAc and washed with saturated ammonium chloride, and water. The organic phase was then concentrated and triturated with ether to give desire product as a yellow solid (1 g, 81.8%).

후처리

  1. washwashed with saturated ammonium chloride, and water
  2. concentrationThe organic phase was then concentrated
  3. customtriturated with ether

출처 및 근거

ORD 기록
ord-300b9b288a2142a29c1b9d2f9429c9e8
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940741B2

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