Formic Acid → HCID 22008819、化合物

HRID 322000

反応式

HRID 322000 の反応式
Br[C:2]1[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([N:6]1[CH:11]=[CH:10][C:9](=[O:12])[CH2:8]C1)=O.C(N(CC)CC)C.[CH:25]([OH:27])=O>CN(C=O)C.C(O[Pd]OC(=O)C)(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:3]2[C:2]=1[C:25](=[O:27])[N:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH:4]12

参加物

6

反応物 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 22008820HCID 22008820、化合物

生成物 1

HCID 22008819HCID 22008819、化合物収率 31.1%

試薬・触媒・溶媒 2

HCID 84538Palladium(2+) acetate--triphenylphosphane (1/2/2)触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-(2-bromo-chlorobenzoyl)-2,3-dihydro-4-pyridinone (Preparation 3) (300 mg, 0.954 mmol), triethylamine (0.39 mmol, 0.54 ml), formic acid (0.05 ml, 1.3 mmol) and di(triphenylphosphine) diacetoxypalladium (47 mg, 0.063 mmol) in DMF (3 ml) was heated to 80° C. for 2 h. The cooled solution was filtered through celite, diluted with water, extracted twice with ethyl acetate, the extracts dried over sodium sulphate and evaporated. The residue was purified by flash column chromatography on silica eluting with 50% ethyl acetate in hexane to yield the title compound as a colourless oil (70 mg). MS (+CI) m/z 235/237 [M+H]+.

後処理

  1. filtrationThe cooled solution was filtered through celite
  2. additiondiluted with water
  3. extractionextracted twice with ethyl acetate
  4. dry with materialthe extracts dried over sodium sulphate
  5. customevaporated
  6. customThe residue was purified by flash column chromatography on silica eluting with 50% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-d095710205ce4149af120fea9605be03
出典データセット
uspto-grants-2001_04
特許番号
US06211189B1

関連ノート

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