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Diisopropylethylamine → HCID 86711423、化合物

HRID 1401062
ノート
印刷プレビュー

反応式

HRID 1401062 の反応式
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](/[CH:17]=[CH:18]/[C:19]([OH:21])=O)=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([NH:25][NH:26][C:27](=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)(C)C.CN(C(ON1N=N[C:45]2[CH:46]=CC=N[C:44]1=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>[CH:45]([N:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:28]1[C:27]([NH:26][NH:25][C:19](=[O:21])/[CH:18]=[CH:17]/[C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH:9]=1)=[O:34])([CH3:46])[CH3:44]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 3041746N-(Propan-2-yl)pyridine-2-carbohydrazonic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11323657HCID 11323657、化合物

生成物 1

HCID 86711423HCID 86711423、化合物

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To solution containing (E)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)acrylic acid (200 mg, 0.696 mmol), N′-isopropyl picolino hydrazide (187.14 mg, 1.04 mmol) and HATU (397.02 mg, 1.04 mmol) dissolved in DMF (7.0 ml), N,N-diisopropylethylamine (DIPEA)(0.1819 ml, 1.04 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, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (n-hexane:EtOAc=3:1) dried so that the ivory (E)-tert-butyl 3-(3-(1-isopropyl-2-picolinoyl hydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate was obtained (108.1 mg, 34.6%).

後処理

  1. washwashed with water and brine
  2. dry with materialdried with anhydrous MgSO4
  3. filtrationfiltered
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was separated through silica gel chromatography (n-hexane:EtOAc=3:1)
  7. dry with materialdried so that the ivory (E)-tert-butyl 3-(3-(1-isopropyl-2-picolinoyl hydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate
  8. customwas obtained (108.1 mg, 34.6%)

出典と根拠

ORDレコード
ord-b4056cb176704a6cb38793326e15cb75
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08906952B2

反応ノート

読み込み中…

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