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2-(Tri-n-butylstannyl)thiophene → 9-tert-butyl-2-fluoro-3-methoxy-14-(thiophen-2-yl)-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-one

HRID 1971761
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HRID 1971761 반응식
Br[C:2]1[C:3]2[CH2:23][CH2:22][CH2:21][CH2:20][N:19]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:18](=[O:28])[C:4]=2[N:5]2[CH2:14][CH2:13][C:12]3[CH:11]=[C:10]([O:15][CH3:16])[C:9]([F:17])=[CH:8][C:7]=3[C:6]=12.C([Sn](CCCC)(CCCC)[C:34]1[S:35][CH:36]=[CH:37][CH:38]=1)CCC>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:24]([N:19]1[CH2:20][CH2:21][CH2:22][CH2:23][C:3]2[C:2]([C:34]3[S:35][CH:36]=[CH:37][CH:38]=3)=[C:6]3[C:7]4[CH:8]=[C:9]([F:17])[C:10]([O:15][CH3:16])=[CH:11][C:12]=4[CH2:13][CH2:14][N:5]3[C:4]=2[C:18]1=[O:28])([CH3:27])([CH3:26])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 27793732-(Tri-n-butylstannyl)thiopheneHCID 5812491714-bromo-9-tert-butyl-2-fluoro-3-methoxy-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-one

생성물 1

HCID 509388539-tert-butyl-2-fluoro-3-methoxy-14-(thiophen-2-yl)-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-one수율 75.5%

시약·촉매·용매 2

HCID 178418397
HCID 178418397, 화합물
촉매
HCID 1140Toluene용매

실험 절차

To a degassed solution of 50 mg 27b and 62.3 mg 2-(tributylstannyl)thiophene in 3 mL toluene was added 12.9 mg tetrakis(triphenylphosphine)palladium(0). The mixture was stirred at reflux for 16 h. The crude reaction mixture purified by column chromatography over silica and was then triturated with diisopropyl ethyl ether/pentane (1:1) to give 38 mg 27c as a yellow solid.

후처리

  1. temperatureat reflux for 16 h
  2. customThe crude reaction mixture
  3. custompurified by column chromatography over silica
  4. customwas then triturated with diisopropyl ethyl ether/pentane (1:1)

출처 및 근거

ORD 기록
ord-bfe7ab11607740eca50fdf39b8b05d61
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431564B2

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