Triethylamine → 2,2-dimethyl-3-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid methyl ester

HRID 1691859노트

반응식

HRID 1691859 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]([CH3:13])([CH3:12])[CH2:5][CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.Cl[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][N:17]=1.C(N(CC)CC)C>O1CCCC1>[CH3:1][O:2][C:3](=[O:14])[C:4]([CH3:12])([CH3:13])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][N:17]=2)[CH2:8][CH2:7]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 783082-Chloro-5-nitropyridineHCID 592610232,2-Dimethyl-3-(piperidine-4-yl)-propionic acid methyl ester

생성물 1

HCID 667381462,2-dimethyl-3-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid methyl ester수율 79.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
140 °C

실험 절차

2,2-Dimethyl-3-(piperidine-4-yl)-propionic acid methyl ester (156 mg, 0.78 mmol) from above was mixed with 2-chloro-5-nitropyridine (124 mg, 0.78 mol) in tetrahydrofuran (2 mL) containing triethylamine (0.24 mL). The mixture was heated in a microwave at 140° C. for 30 minutes. The mixture was extracted with ethyl acetate and water. The organic layer was washed with brine and dried. Solvents were evaporated and the residue was triturated with ether to give 2,2-dimethyl-3-(5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-propionic acid methyl ester (199 mg) as a crystalline material. The NMR spectrum obtained on the sample is compatible with its structure.

후처리

  1. extractionThe mixture was extracted with ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. customdried
  4. customSolvents were evaporated
  5. customthe residue was triturated with ether

출처 및 근거

ORD 기록
ord-a278824e42374e49afd9431c59f5ea77
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153644B2

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