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

HRID 1641778노트

반응식

HRID 1641778 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-87fe5bc9f4da43dda6d9d600e2fb9682
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08115011B2

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