Diisopropylethylamine → HCID 86711436、化合物

HRID 1401093ノート

反応式

HRID 1401093 の反応式
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH:17]([CH3:19])[CH3:18])[CH:15]=2)[C:10]([CH:20]=[CH:21][C:22](O)=[O:23])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:25][C:26]1[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=1)[C:29]([NH:31][NH:32][CH:33]([CH3:35])[CH3:34])=[O:30].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:25][C:26]1[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=1)[C:29]([NH:31][N:32]([C:22](=[O:23])/[CH:21]=[CH:20]/[C:10]1[C:11]2[C:16](=[CH:15][C:14]([CH:17]([CH3:18])[CH3:19])=[CH:13][CH:12]=2)[N:8]([C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[CH:9]=1)[CH:33]([CH3:35])[CH3:34])=[O:30]

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 86711437HCID 86711437、化合物

生成物 1

HCID 86711436HCID 86711436、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-(tert-butoxycarbonyl)-6-isopropyl-1H-indol-3-yl)acrylic acid (183.0 mg, 0.56 mmol), 3-fluoro-N′-isopropylbenzohydrazide (163.5 mg, 0.83 mmol) and HATU (316.9 mg, 0.83 mmol) dissolved in DMF (3.0 ml), N,N-diisopropylethylamine (DIPEA)(0.14 ml, 0.83 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 (33% EtOAc) for refinement, and dried so that white (E)-tert-butyl 3-(3-(2-(3-fluorobenzoyl)-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-5-methyl-1H-indole-1-carboxylate was obtained (138.0 mg, 48.6%).

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 (33% EtOAc) for refinement
  6. dry with materialdried so that white (E)-tert-butyl 3-(3-(2-(3-fluorobenzoyl)-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-5-methyl-1H-indole-1-carboxylate
  7. customwas obtained (138.0 mg, 48.6%)

出典と根拠

ORDレコード
ord-aaa016416fc4404bba223432a4e1c8f0
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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