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Triethylamine → HCID 11717733, 화합물

HRID 1713036
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HRID 1713036 반응식
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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 1402743-Methoxypropyl isothiocyanateHCID 86618329HCID 86618329, 화합물

생성물 2

HCID 11717733HCID 11717733, 화합물수율 35%HCID 12527106HCID 12527106, 화합물

시약·촉매·용매 2

HCID 6212Chloroform용매
HCID 8857Ethyl Acetate용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a8b3e3cab6054b598b2eb699662fb6f3
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795255B2

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