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Diisopropylethylamine → HCID 67070067, 화합물

HRID 2390816
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HRID 2390816 반응식
Br[C:2]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=[C:6]([Br:14])[C:3]=1[C:4]#[N:5].[C:15]([C:17]1[CH:22]=[CH:21][C:20]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])=[CH:19][CH:18]=1)#[CH:16].CCN(C(C)C)C(C)C>>[Br:14][C:6]1[C:3]([C:4]#[N:5])=[C:2]([C:16]#[C:15][C:17]2[CH:18]=[CH:19][C:20]([NH:23][S:24]([CH3:27])(=[O:25])=[O:26])=[CH:21][CH:22]=2)[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=1
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4

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HCID 81531DiisopropylethylamineHCID 3749345N-(4-ethynylphenyl)methanesulfonamideHCID 59156597HCID 59156597, 화합물

생성물 1

HCID 67070067HCID 67070067, 화합물수율 35.8%

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온도
80 °C

실험 절차

step 2—A mixture of 92 (0.750 g, 1.90 mmol), Cu(I) (0.027 g, 0.09 mmol), Pd(II)(PPh3)2Cl2 (0.203 g, 0.19 mmol), 80 (0.748 g, 2.85 mmol) and DIPEA (5 mL mL) under an argon atmosphere was heated overnight at 80° C. The reaction was cooled to RT then concentrated. The crude residue was purified by SiO2 chromatography eluting with 40% EtOAc/hexanes to afford 0.293 g (24%) of N-[4-(3-bromo-5-tert-butyl-2-cyano-phenylethynyl)-phenyl]-methanesulfonamide (94) as a light brown solid.

후처리

  1. temperatureThe reaction was cooled to RT
  2. concentrationthen concentrated
  3. customThe crude residue was purified by SiO2 chromatography
  4. washeluting with 40% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-13973eee215a4b25b1ad88758924e4ad
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273773B2

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