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Acetonitrile → HCID 11511843, 화합물

HRID 1713030
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HRID 1713030 반응식
C(OC(=O)C(CC)CCN1C(=S)[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.[CH2:31]([N:33]([CH2:47][CH3:48])[C:34](=[O:46])[CH2:35][C:36]1([CH2:42][N:43]=[C:44]=[S:45])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)[CH3:32].C([O-])([O-])=O.[K+].[K+].C(#N)C>C(Cl)(Cl)Cl.O>[CH2:34]([O:46][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:20]=[CH:19][C:18]([C:14]2[O:15][C:16]3[CH:17]=[C:10]4[C:9](=[O:27])[N:43]([CH2:42][C:36]5([CH2:35][C:34]([N:33]([CH2:31][CH3:32])[CH2:47][CH3:48])=[O:46])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]5)[C:44](=[S:45])[N:11]4[C:12]=3[CH:13]=2)=[CH:23][CH:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 86618329HCID 86618329, 화합물HCID 86618332HCID 86618332, 화합물

생성물 2

HCID 11511843HCID 11511843, 화합물수율 20%HCID 12527106HCID 12527106, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

반응 조건

온도
120 °C

실험 절차

2-(4-Chloro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (15 mg, 0.05 mmol) was prepared as described hereinabove (see, preparation of Compound 4), and placed in a heavy-walled glass tube with a threaded Teflon plug. N,N-diethyl-2-(1-isothiocyanatomethyl-cyclohexyl)-acetamide (84 mg, 0.2 mmol, 4 molequivalents) and K2CO3 (10 mg, 0.07 mmol, 1.4 molequivalents) were added thereto, the glass tube was sealed and the mixture was heated while stirring at 120° C. for 6 hours. The mixture was then dissolved in chloroform, washed with water, dried over Na2SO4 and the solvent was evaporated under reduced pressure. The purified product was isolated by HPLC, using an acetonitrile:water gradient as eluent, to give Compound 24 (5.16 mg, 20% yield) as an orange solid.

후처리

  1. customthe glass tube was sealed
  2. temperaturethe mixture was heated
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. customthe solvent was evaporated under reduced pressure
  6. customThe purified product was isolated by HPLC

출처 및 근거

ORD 기록
ord-3df4ec9dc80c4a62889b1766f7783aa0
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795255B2

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