Diisopropylethylamine → HCID 71468455、化合物

HRID 1401075ノート

反応式

HRID 1401075 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=[CH:11][C:12]([OH:14])=O)=[CH:2]1.N1C2C(=CC=CC=2)C(C=C[C:26]([OH:28])=[O:27])=C1.[F:29][C:30]1[CH:31]=[C:32]([CH:40]=[CH:41][CH:42]=1)[C:33]([NH:35][NH:36][CH:37]([CH3:39])[CH3:38])=[O:34].CN(C(ON1N=NC2[CH:54]=[CH:55][CH:56]=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH:67](N(CC)C(C)C)(C)C>CN(C=O)C.CCOC(C)=O>[F:29][C:30]1[CH:31]=[C:32]([CH:40]=[CH:41][CH:42]=1)[C:33]([NH:35][N:36]([C:12](=[O:14])/[CH:11]=[CH:10]/[C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:1]([C:26]([O:28][C:55]([CH3:54])([CH3:56])[CH3:67])=[O:27])[CH:2]=1)[CH:37]([CH3:39])[CH3:38])=[O:34]

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 86711428HCID 86711428、化合物HCID 86711429HCID 86711429、化合物

生成物 1

HCID 71468455HCID 71468455、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-(1H-indol-3-yl)-acrylic acid 3-(1H-indol-3-yl)-acrylic acid (200 mg, 0.7 mmol), 3-fluoro-N′-isopropylbenzohydrazide (204.9 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, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (36% EtOAc) and dried so that ivory (E)-tert-butyl 3-(3-(2-(3-fluorobenzoyl)-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate was obtained (159.5 mg, 49%).

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 (36% EtOAc)
  6. dry with materialdried so that ivory (E)-tert-butyl 3-(3-(2-(3-fluorobenzoyl)-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate
  7. customwas obtained (159.5 mg, 49%)

出典と根拠

ORDレコード
ord-6184c2b1158048c8a42f64b37e6c8340
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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