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Triethylamine → HCID 11717733、化合物

HRID 1713036
ノート
印刷プレビュー

反応式

HRID 1713036 の反応式
C(OC(=O)C(CC)[CH2:6][CH2:7][N:8]1[C:25](=[S:26])[N:11]2[C:12]3[CH:13]=[C:14]([C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=4)[O:15][C:16]=3[CH:17]=[C:10]2[C:9]1=[O:27])C.N(C[CH2:35][CH2:36][O:37][CH3:38])=C=S.C(N(CC)CC)C>C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:36]([O:37][C:9]([C:10]1[NH:11][C:12]2[CH:13]=[C:14]([C:18]3[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=3)[O:15][C:16]=2[CH:17]=1)=[O:27])[CH3:35].[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]2[O:15][C:16]3[CH:17]=[C:10]4[C:9](=[O:27])[N:8]([CH2:7][CH2:6][CH2:36][O:37][CH3:38])[C:25](=[S:26])[N:11]4[C:12]=3[CH:13]=2)=[CH:19][CH:20]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 8471TriethylamineHCID 1402743-Methoxypropyl isothiocyanateHCID 86618329HCID 86618329、化合物

生成物 2

HCID 11717733HCID 11717733、化合物収率 35%HCID 12527106HCID 12527106、化合物

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒
HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
120 °C

実験手順

2-(4-Chloro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (29 mg, 0.1 mmol) was prepared as described hereinabove (see, preparation of Compound 4), and placed in a heavy-walled glass tube with a threaded Teflon plug. 1-Isothiocyanato-3-methoxy-propane (131 mg, 1. mmol, 10 molequivalents) and triethylamine (202 mg, 2 mmol, 20 molequivalents) were added thereto, the tube was sealed and the mixture was heated while stirring at 120° C. for 6 hours. The mixture was then cooled to room temperature, dissolved in chloroform and the solvents were evaporated under reduced pressure. The crude residue was dissolved in dichloromethane and was purified by column chromatography using a 95:5 hexane:ethyl acetate mixture as eluent, to give Compound 28 (13 mg, 35% yield) as an orange solid.

後処理

  1. customthe tube was sealed
  2. temperaturethe mixture was heated
  3. temperatureThe mixture was then cooled to room temperature
  4. customthe solvents were evaporated under reduced pressure
  5. dissolutionThe crude residue was dissolved in dichloromethane
  6. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-a8b3e3cab6054b598b2eb699662fb6f3
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07795255B2

反応ノート

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