Triphenylphosphine → 1-[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(2,2-dimethylpropanoyl)-furo[2,3-b]pyridin-3-yl]-4-methylpiperazine-2,3-dione

HRID 8807

반응식

HRID 8807 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[C:12]2[O:14][C:15]([C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])=[C:16]([NH:17][C:18](=[O:26])[C:19]([N:21]([CH2:23][CH2:24]O)[CH3:22])=[O:20])[C:11]2=[CH:10][C:9]=1[C:33]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[C:12]2[O:14][C:15]([C:27](=[O:32])[C:28]([CH3:29])([CH3:31])[CH3:30])=[C:16]([N:17]3[CH2:24][CH2:23][N:21]([CH3:22])[C:19](=[O:20])[C:18]3=[O:26])[C:11]2=[CH:10][C:9]=1[C:33]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=1

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 21984938N'-[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(2,2-dimethylpropanoyl)-furo[2,3-b]pyridin-3-yl]-N-(2-hydroxyethyl)-N-methylethanediamide

생성물 1

HCID 104375401-[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(2,2-dimethylpropanoyl)-furo[2,3-b]pyridin-3-yl]-4-methylpiperazine-2,3-dione

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A 10 mL rb flask was charged with a solution of 0.075 g (0.13 mmol) of the product of Step A and 0.052 g (0.2 mmol) triphenylphosphine in 2 mL THF. The reaction mixture was stirred at 0° C. and 39 μL of diisopropylazodicarboxylate was added dropwise. The reaction mixture was stirred an additional 1 h at room temperature, then evaporated to dryness. The residue was purified on a silica gel flash chromatographic column eluted with 0–75% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded the title compound. HPLC/MS: 550.0 (M+1), 551.9 (M+3); Rt=3.95 min.

후처리

  1. stirringThe reaction mixture was stirred an additional 1 h at room temperature
  2. customevaporated to dryness
  3. customThe residue was purified on a silica gel flash chromatographic column
  4. washeluted with 0–75% EtOAc-hexane
  5. customEvaporation of the purified fractions
  6. customdrying in vacuo

출처 및 근거

ORD 기록
ord-55de1cf4dad34fd0a88cd397f786f4e7
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091216B2

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