ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

N-Methylpiperidine → 2,2,2-trichloroethyl N-[3-[[(3S)-3-[(4,6-dichloro-1-benzothiophen-2-yl)sulfonylamino]-2-oxopyrrolidin-1-yl]methyl]benzenecarboximidoyl]carbamate

HRID 2752
ノート
印刷プレビュー

反応式

HRID 2752 の反応式
FC(F)(F)C(O)=O.[Cl:8][C:9]1[C:17]2[CH:16]=[C:15]([S:18]([NH:21][C@H:22]3[CH2:26][CH2:25][N:24]([CH2:27][C:28]4[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=4)[C:31]([NH2:33])=[NH:32])[C:23]3=[O:37])(=[O:20])=[O:19])[S:14][C:13]=2[CH:12]=[C:11]([Cl:38])[CH:10]=1.CN1CCCCC1.Cl[C:47]([O:49][CH2:50][C:51]([Cl:54])([Cl:53])[Cl:52])=[O:48]>C(Cl)Cl.CN(C=O)C.CCOC(C)=O>[Cl:52][C:51]([Cl:54])([Cl:53])[CH2:50][O:49][C:47](=[O:48])[NH:32][C:31]([C:30]1[CH:34]=[CH:35][CH:36]=[C:28]([CH2:27][N:24]2[CH2:25][CH2:26][C@H:22]([NH:21][S:18]([C:15]3[S:14][C:13]4[CH:12]=[C:11]([Cl:38])[CH:10]=[C:9]([Cl:8])[C:17]=4[CH:16]=3)(=[O:19])=[O:20])[C:23]2=[O:37])[CH:29]=1)=[NH:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 12291N-MethylpiperidineHCID 870632,2,2-Trichloroethyl chloroformateHCID 228835403-[3-(S)-(4,6-dichlorobenzo[b]thiophene-2-sulfonylamino)-2-oxo-pyrrolidin-1-ylmethyl]-benzamidine trifluoroacetate

生成物 1

HCID 1398310982,2,2-trichloroethyl N-[3-[[(3S)-3-[(4,6-dichloro-1-benzothiophen-2-yl)sulfonylamino]-2-oxopyrrolidin-1-yl]methyl]benzenecarboximidoyl]carbamate収率 75%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 22350042dichloromethane N,N-dimethylformamide溶媒

実験手順

To a solution of 3-[3-(S)-(4,6-dichlorobenzo[b]thiophene-2-sulfonylamino)-2-oxo-pyrrolidin-1-ylmethyl]-benzamidine trifluoroacetate (0.25 g, 0.40 mmol), prepared as in EXAMPLE 14, Part E, in 4 mL of CH2Cl2 :DMF (10:1) is added N-methyl piperidine (0.12 g, 1.2 mmol) followed by trichloroethyl chloroformate (0.93 g, 0.44 mmol). The solution is stirred for 16 h. After this time, the solution is diluted with EtOAc. The organic layer is washed with 1N HCl, H2O, saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The residue is purified by column chromatography eluting with a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2 to afford the title compound (0.20 g, 0.30 mmol) as a white solid.

後処理

  1. washThe organic layer is washed with 1N HCl, H2O, saturated NaCl
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue is purified by column chromatography
  6. washeluting with a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2

出典と根拠

ORDレコード
ord-7a1103e60e4f437b972528004aa20c58
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05731315

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート