Formic Acid → HCID 22008819, 화합물

HRID 322000

반응식

HRID 322000 반응식
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

참가 물질

6

반응물 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 22008820HCID 22008820, 화합물

생성물 1

HCID 22008819HCID 22008819, 화합물수율 31.1%

시약·촉매·용매 2

HCID 84538Palladium(2+) acetate--triphenylphosphane (1/2/2)촉매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-d095710205ce4149af120fea9605be03
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211189B1

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