1-Methylpyrrolidine → HCID 86662339, 화합물

HRID 921997

반응식

HRID 921997 반응식
[Cl:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)=[O:4].[CH3:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1>C(OCC)(=O)C>[Cl-:1].[C:13]([NH:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][C:3](=[O:4])[CH2:2][N+:17]2([CH3:16])[CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:7][CH:8]=1)(=[O:15])[CH3:14]

참가 물질

4

반응물 2

HCID 84541-MethylpyrrolidineHCID 132776644-Acetamidophenyl chloroacetate

생성물 1

HCID 86662339HCID 86662339, 화합물수율 97%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

4-Acetamidophenyl 2-chloroacetate [2] (1.138 g, 5 mmol) and N-methylpyrrolidine (0.511 g, 6 mmol) were suspended in 50 ml of anhydrous ethyl acetate and refluxed for 48 hrs. After cooling to room temperature the white precipitate was filtered, washed with ethylacetate and diethylether and dried under reduced pressure to give [4] in 97% yield. The product was pure according to 1H NMR and was directly subjected to the next step without further purification. The desired compound is isolated as a colourless powder. 1H-NMR (300 MHz, d6-DMSO) δ(ppm)=10.48 (s, 1H), 7.72 (d, J=8.90 Hz, 2H), 7.17 (d, J=8.90 Hz, 2H), 4.91 (s, 2H), 3.75 (m, 4H), 3.26 (s, 3H), 2.13 (m, 4H), 2.06 (s, 3H). 13C-NMR (75 MHz, d6-DMSO) δ(ppm)=168.8, 164.8, 144.4, 138.2, 121.9, 120.2, 65.5, 62.0, 49.7, 24.3, 21.7. mp 186° C. (dec), T5%onset 197° C.

후처리

  1. temperaturerefluxed for 48 hrs
  2. filtrationwas filtered
  3. washwashed with ethylacetate and diethylether
  4. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-d2b8043ec5c04a5d8306d09fefe175c4
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278134B2

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