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1-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazole → 6-(4-methoxybenzyl)-8-vinylthieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

HRID 707461
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HRID 707461 반응식
Br[C:2]1[S:10][C:9]2[N:8]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[C:7](=[O:20])[N:6]3[N:21]=[CH:22][N:23]=[C:5]3[C:4]=2[CH:3]=1.CN1C([Sn](CCCC)(CCCC)CCCC)=[CH:28][C:27](C(F)(F)F)=N1>C1(C)C=CC=CC=1>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:8]2[C:9]3[S:10][C:2]([CH:27]=[CH2:28])=[CH:3][C:4]=3[C:5]3=[N:23][CH:22]=[N:21][N:6]3[C:7]2=[O:20])=[CH:13][CH:14]=1
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HCID 120567101-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazoleHCID 867053718-bromo-6-(4-methoxybenzyl)thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

생성물 1

HCID 867053706-(4-methoxybenzyl)-8-vinylthieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

To a mixture of 8-bromo-6-(4-methoxybenzyl)thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (80 mg, 0.20 mmol) in toluene (2 ml) was added 1-methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazole (135 mg, 0.31 mmol). The resulting mixture was heated to 100° C. for 16 hours and cooled to room temperature. It was filtered through a pad of celite with DCM washing. The resulting filtrate was concentrated under reduced pressure, diluted in methanol, filtered and purified directly via reverse-phase HPLC to afford the title compound.

후처리

  1. temperaturecooled to room temperature
  2. filtrationIt was filtered through a pad of celite with DCM washing
  3. concentrationThe resulting filtrate was concentrated under reduced pressure
  4. additiondiluted in methanol
  5. filtrationfiltered
  6. custompurified directly via reverse-phase HPLC

출처 및 근거

ORD 기록
ord-de35e990dbb146d0b30844c0bd9fcf99
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09175010B2

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