Diisopropylethylamine → HCID 86711445, 화합물

HRID 1401098노트

반응식

HRID 1401098 반응식
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](/[CH:12]=[CH:13]/[C:14]([OH:16])=O)=[CH:4]1)[CH3:2].[F:17][C:18]1[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=1)[C:21]([NH:23][NH:24][CH:25]([CH3:27])[CH3:26])=[O:22].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C.CCOC(C)=O>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](/[CH:12]=[CH:13]/[C:14]([N:24]([CH:25]([CH3:27])[CH3:26])[NH:23][C:21](=[O:22])[C:20]2[CH:28]=[CH:29][CH:30]=[C:18]([F:17])[CH:19]=2)=[O:16])=[CH:4]1)[CH3:2]

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86711429HCID 86711429, 화합물HCID 86711446HCID 86711446, 화합물

생성물 1

HCID 86711445HCID 86711445, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To solution containing (E)-3-(1-ethyl-1H-indol-3-yl)acrylic acid (180.0 mg, 0.83 mmol), 3-fluoro-N′-isopropylbenzohydrazide (245.3 mg, 1.25 mmol) and HATU (475.3 mg, 1.25 mmol) dissolved in DMF (5.0 ml), N,N-diisopropylethylamine (DIPEA)(0.22 ml, 1.25 mmol) was slowly drop-wise added and stirred at room temperature for 12 hr. The reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (30% EtOAc) and dried so that white (E)-N′-(3-(1-ethyl-1H-indol-3-yl)acryloyl)-3-fluoro-N′-isopropylbenzohydrazide was obtained (203.0 mg, 62.2%).

후처리

  1. washwashed with water and brine
  2. dry with materialdried with anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was separated through silica gel chromatography (30% EtOAc)
  6. dry with materialdried so that white (E)-N′-(3-(1-ethyl-1H-indol-3-yl)acryloyl)-3-fluoro-N′-isopropylbenzohydrazide
  7. customwas obtained (203.0 mg, 62.2%)

출처 및 근거

ORD 기록
ord-bd1b9dc17f0647fa905711f62ea5824b
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906952B2

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