Diisopropylethylamine → HCID 86711432、化合物

HRID 1401090ノート

反応式

HRID 1401090 の反応式
[CH3:1][C:2]([CH3:19])=[CH:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([CH:14]=[CH:15][C:16]([OH:18])=O)=[CH:6]1.[F:20][C:21]1[CH:22]=[C:23]([CH:31]=[CH:32][CH:33]=1)[C:24]([NH:26][NH:27][CH:28]([CH3:30])[CH3:29])=[O:25].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>[F:20][C:21]1[CH:22]=[C:23]([CH:31]=[CH:32][CH:33]=1)[C:24]([NH:26][N:27]([CH:28]([CH3:30])[CH3:29])[C:16](=[O:18])/[CH:15]=[CH:14]/[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]([CH2:4][CH:3]=[C:2]([CH3:1])[CH3:19])[CH:6]=1)=[O:25]

参加物

7

反応物 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、化合物HCID 86711433HCID 86711433、化合物

生成物 1

HCID 86711432HCID 86711432、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To solution containing (3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acrylic acid (200.0 mg, 0.78 mmol), 3-fluoro-N′-isopropylbenzohydrazide (229.6 mg, 1.17 mmol) and HATU (444.9 mg, 1.17 mmol) dissolved in DMF (5.0 ml), N,N-diisopropylethylamine (DIPEA)(0.2 ml, 1.17 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 (50% EtOAc) and dried so that yellow (E)-3-fluoro-N′-isopropyl-N′-(3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acroyl)benzohydrazide was obtained (286 mg, 88.2%).

後処理

  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 (50% EtOAc)
  6. dry with materialdried so that yellow (E)-3-fluoro-N′-isopropyl-N′-(3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acroyl)benzohydrazide
  7. customwas obtained (286 mg, 88.2%)

出典と根拠

ORDレコード
ord-956c71843a104219b1e660efd9cf5e55
出典データセット
uspto-grants-2014_12
特許番号
US08906952B2

反応ノート

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