Cesium carbonate → HCID 58043775、化合物

HRID 1919130ノート

反応式

HRID 1919130 の反応式
[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]

参加物

7

反応物 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

生成物 1

HCID 58043775HCID 58043775、化合物収率 33%

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fb2a9b57dbf84fb0adb5360fff733726
出典データセット
uspto-grants-2013_12
特許番号
US08618107B2

反応ノート

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