Triphenylphosphine → HCID 67314552, 화합물

HRID 1012677노트

반응식

HRID 1012677 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 67314552HCID 67314552, 화합물

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 9811564Bis(dibenzylideneacetone)palladium촉매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-337d575f4dbf43e4ae84085fe037f985
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977387B2

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