Diisopropylethylamine → HCID 71468455, 화합물

HRID 1401075노트

반응식

HRID 1401075 반응식
[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]

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 86711428HCID 86711428, 화합물HCID 86711429HCID 86711429, 화합물

생성물 1

HCID 71468455HCID 71468455, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

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 (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%)

출처 및 근거

ORD 기록
ord-6184c2b1158048c8a42f64b37e6c8340
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906952B2

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