1-Methylpyrrolidine → HCID 86662339、化合物

HRID 921997

反応式

HRID 921997 の反応式
[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]

参加物

4

反応物 2

HCID 84541-MethylpyrrolidineHCID 132776644-Acetamidophenyl chloroacetate

生成物 1

HCID 86662339HCID 86662339、化合物収率 97%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d2b8043ec5c04a5d8306d09fefe175c4
出典データセット
uspto-grants-2016_03
特許番号
US09278134B2

関連ノート

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