Cesium carbonate → HCID 58043775, 화합물

HRID 1919130노트

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HRID 1919130 반응식
[C:1]12[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:8][C:7]1[C:6](=[O:14])[NH:5][CH2:4][CH2:3][C:2]2=1.[C:15]([O:18][CH2:19][C:20]1[C:25]([Br:26])=[CH:24][C:23]([F:27])=[CH:22][C:21]=1Br)(=[O:17])[CH3:16].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:15]([O:18][CH2:19][C:20]1[C:21]([N:5]2[C:6](=[O:14])[C:7]3[S:8][C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:1]=4[C:2]=3[CH2:3][CH2:4]2)=[CH:22][C:23]([F:27])=[CH:24][C:25]=1[Br:26])(=[O:17])[CH3:16]

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 2685283,4-dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-oneHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 670165932,6-Dibromo-4-fluorobenzyl acetate

생성물 1

HCID 58043775HCID 58043775, 화합물수율 33%

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

A mixture of 329f (700 mg, 3.4 mmol), 197c (3.35 g, 10.2 mmol), XantPhos (200 mg, 0.34 mmol), Pd2(dba)3 (316 mg, 0.34 mmol) and Cs2CO3 (2.25 g, 6.8 mmol) in dioxane (50 mL) was heated at 100° C. for 15 h under argon atmosphere. It was then filtered and evaporated in vacuo. The residue was purified by column chromatography eluting with 1:3 ethyl acetate/petroleum ether to give 329g as a white solid (500 mg, 33%). MS: [M+H]+ 448.

후처리

  1. filtrationIt was then filtered
  2. customevaporated in vacuo
  3. customThe residue was purified by column chromatography
  4. washeluting with 1:3 ethyl acetate/petroleum ether

출처 및 근거

ORD 기록
ord-fb2a9b57dbf84fb0adb5360fff733726
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618107B2

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