Triethylamine → HCID 15230540, 화합물

HRID 1613304노트

반응식

HRID 1613304 반응식
C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:31]=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[C:23]([N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)=[O:24].[C:38]1(/[C:44](/[C:49]2[CH:54]=[CH:53][N:52]=[CH:51][CH:50]=2)=[CH:45]\[C:46](O)=[O:47])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.C(N(CC)CC)C>C(Cl)Cl>[C:38]1(/[C:44](/[C:49]2[CH:54]=[CH:53][N:52]=[CH:51][CH:50]=2)=[CH:45]\[C:46]([N:28]2[CH2:29][CH2:30][N:25]([C:23](=[O:24])[C:22]3[CH:21]=[C:20]([O:19][CH3:18])[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=3)[CH2:26][CH2:27]2)=[O:47])[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 28742041-(3,4,5-Trimethoxybenzoyl)piperazineHCID 67731480HCID 67731480, 화합물

생성물 1

HCID 15230540HCID 15230540, 화합물수율 86.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

1 ml of a methylene chloride solution containing 0.330 g of diphenylphosphoryl azide and then 0.280 g of 1-(3,4,5-trimethoxybenzoyl)piperazine were added to 5 ml of a methylene chloride solution containing both 0.224 g of (E)-3-phenyl-3-(4-pyridyl)acrylic acid (prepared as described in Preparation 3) and 0.28 ml of triethylamine. The mixture was then stirred for 4 hours at room temperature, after which the reaction solution was diluted with 20 ml of methylene chloride. It was then washed with a 5% w/v aqueous solution of sodium bicarbonate, followed by a saturated aqueous solution of sodium chloride, and the organic phase was dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, and the oily residue (0.686 g) was purified by silica gel flash chromatography. 0.419 g of the title compound was obtained as a white powder from the fractions eluted with mixtures of methylene chloride and methanol ranging from 100:2 to 100:3 by volume.

후처리

  1. washIt was then washed with a 5% w/v aqueous solution of sodium bicarbonate
  2. dry with materialthe organic phase was dried over anhydrous sodium sulfate
  3. customThe solvent was then removed by distillation under reduced pressure
  4. customthe oily residue (0.686 g) was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-7a72a9693ff34eccbefcfb9e01a688a1
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05192766

반응 노트

불러오는 중…