Trimethylsilylacetylene → HCID 14373291、化合物

HRID 414552

反応式

HRID 414552 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.C[Si]([C:17]#[CH:18])(C)C>N1C=CC=CC=1.C(N(CC)CC)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:17]([C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2)#[CH:18]

参加物

6

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 143732816-Bromo-3,4-dihydroquinolin-2(1H)-one

生成物 1

HCID 14373291HCID 14373291、化合物

試薬・触媒・溶媒 3

HCID 178418476HCID 178418476、化合物触媒HCID 1049Pyridine溶媒HCID 8471Triethylamine溶媒

実験手順

A mixture of 8.0 g of 6-bromo-3,4-dihydrocarbostyril, 6.95 g of trimethylsilylacetylene, 460 mg of bis(triphenylphosphine)palladium dichloride and 62 mg of cuprous iodide in 53 ml of pyridine and 11 ml of triethylamine was refluxed for 3 days. The solvent was removed under reduced pressure, 50 ml of methanol added along with 300 mg of potassium carbonate, and the mixture stirred under nitrogen for 18 hours. The solvent was removed under reduced pressure and the residue chromatographed on silica gel, eluting with 3% methanol in methylene chloride, giving a product of 6-ethynyl-3,4-dihydrocarbostyril, m.p. 182°-184° C.

後処理

  1. temperaturewas refluxed for 3 days
  2. customThe solvent was removed under reduced pressure, 50 ml of methanol
  3. additionadded along with 300 mg of potassium carbonate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue chromatographed on silica gel
  6. washeluting with 3% methanol in methylene chloride

出典と根拠

ORDレコード
ord-5620a142c0124c1082c104c5c4d5667c
出典データセット
uspto-grants-1988_12
特許番号
US04792561

関連ノート

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