Triphenylphosphine → HCID 67314552、化合物

HRID 1012677ノート

反応式

HRID 1012677 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23](I)[CH:22]=[CH:21][C:20]=1[CH3:26])=[O:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:46]([Si:48]([CH3:51])([CH3:50])[CH3:49])#[CH:47]>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].[Cu]I>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:47]#[C:46][Si:48]([CH3:51])([CH3:50])[CH3:49])[CH:22]=[CH:21][C:20]=1[CH3:26])=[O:18]

参加物

6

反応物 3

HCID 11776TriphenylphosphineHCID 66111TrimethylsilylacetyleneHCID 67314444[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(5-iodo-2-methyl-phenyl)-methanone

生成物 1

HCID 67314552HCID 67314552、化合物

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 9811564Bis(dibenzylideneacetone)palladium触媒

反応条件

温度
90 °C

実験手順

In a screw-capped vial (8 mL) was placed dry degassed triethylamine (4.0 mL) and a magnetic stirrer under argon. Compound 495 (100 mg, 0.21 mmol), Pd2(dba)3 (3.8 mg), triphenyl phosphine (5.4 mg, 0.02 mmol), CuI (1 mg) and ethynyl-trimethyl-silane (29 μL, 0.21 mmol) were added to the vial and the reaction mixture was heated under vigorously stirring at 90° C. for 20 h. The cooled reaction mixture was filtered through Decalite and concentrated in vacuo. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v:v=0:100 to 10:90) as the eluent to afford the title compound as foam.

後処理

  1. customIn a screw-capped vial (8 mL) was placed dry
  2. customdegassed triethylamine (4.0 mL) and a magnetic stirrer under argon
  3. temperaturewas heated
  4. customThe cooled reaction mixture
  5. filtrationwas filtered through Decalite
  6. concentrationconcentrated in vacuo
  7. customThe crude product was purified by continuous gradient flash chromatography

出典と根拠

ORDレコード
ord-337d575f4dbf43e4ae84085fe037f985
出典データセット
uspto-grants-2011_07
特許番号
US07977387B2

反応ノート

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