7-Bromo-4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinoline → 4-[2-(6-Methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-7-vinyl-quinoline

HRID 8253

반응식

HRID 8253 반응식
Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=4)=[N:15][N:14]4[CH2:24][CH2:25][CH2:26][C:13]=34)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH2:27](C([Sn])=C(CCCC)CCCC)[CH2:28]CC>C1(C)C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:23][C:19]1[N:18]=[C:17]([C:16]2[C:12]([C:6]3[C:5]4[C:10](=[CH:11][C:2]([CH:27]=[CH2:28])=[CH:3][CH:4]=4)[N:9]=[CH:8][CH:7]=3)=[C:13]3[CH2:26][CH2:25][CH2:24][N:14]3[N:15]=2)[CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 2

HCID 219925227-Bromo-4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolineHCID 53438229Tri(butyl)vinyltin

생성물 1

HCID 102916194-[2-(6-Methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-7-vinyl-quinoline

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

Nitrogen is bubbled through a solution of 7-bromo-4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoline (0.050 g, 0.14 mmol) and tributylvinyltin (0.079 mL, 0.22 mmol) in toluene (2.0 mL) for 20 min. Pd(PPh3)2Cl2 is added and nitrogen bubbled through the reaction mixture for another 10 min. The mixture is heated to 90° C. for 24 h, concentrated in vacuo, and the residue chromatographed on SiO2 (elute with 2% methanol in methylene choloride) to yield the title compound, 0.030 g (61%), as a yellowish solid.

후처리

  1. customnitrogen bubbled through the reaction mixture for another 10 min
  2. concentrationconcentrated in vacuo
  3. customthe residue chromatographed on SiO2 (elute with 2% methanol in methylene choloride)

출처 및 근거

ORD 기록
ord-c897dfbfc774455391dabcde64d6a518
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

연결된 노트

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