Chloroform → HCID 57900077、化合物

HRID 1710875

反応式

HRID 1710875 の反応式
[CH3:1][C:2]1[C:7]([C:8](=[O:17])SC2C=CC(C)=CC=2)=[CH:6][C:5]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:4][N:3]=1.[CH:24]([C:26]1[CH:30]=[CH:29][O:28][C:27]=1B(O)O)=[O:25].C(Cl)(Cl)Cl.O1C=CC=C1P(C1OC=CC=1)C1OC=CC=1>CCOC(C)=O.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].C1COCC1>[CH3:1][C:2]1[C:7]([C:8]([C:27]2[O:28][CH:29]=[CH:30][C:26]=2[CH:24]=[O:25])=[O:17])=[CH:6][C:5]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:4][N:3]=1

参加物

8

反応物 4

HCID 6212ChloroformHCID 521585Tris(furan-2-yl)phosphaneHCID 37393373-Formylfuran-2-boronic acidHCID 57722887HCID 57722887、化合物

生成物 1

HCID 57900077HCID 57900077、化合物

試薬・触媒・溶媒 3

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

To a mixture of S-(4-methylphenyl) 2-methyl-5-phenylpyridine-3-carbothioate (66 mg, 0.20 mmol), Cu(I) thiophene-2-carboxylate (59 mg, 0.31 mmol), 3-formylfuran-2-boronic acid (31 mg, 0.22 mmol), Pd2dba3.CHCl3 (2 mg, 0.002 mmol), and tri-2-furylphosphine (1.4 mg, 0.006 mmol) was added THF (2.5 mL). The reaction mixture was heated to 50° C. for 15 h, cooled to room temperature, diluted with EtOAc, and washed with 1 N HCl and brine. The organic layer was concentrated and purified by flash chromatography to afford the title compound. 1H NMR (600 MHz, CDCl3) δ 10.60 (s, 1H); 8.91 (s, 1H); 8.02 (s, 1H); 7.40-7.61 (series of m, 6H); 7.05 (s, 1H); 2.66 (s, 3H). LRMS (ESI) calc'd for C18H13NO3 [M+H]+, 292.1. found 292.1.

後処理

  1. temperaturecooled to room temperature
  2. washwashed with 1 N HCl and brine
  3. concentrationThe organic layer was concentrated
  4. custompurified by flash chromatography

出典と根拠

ORDレコード
ord-6121ba9de4524940aceeb5ac71d793b5
出典データセット
uspto-grants-2010_09
特許番号
US07790739B2

関連ノート

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