Triethyl phosphite → HCID 117728170, 화합물

HRID 1772682노트

반응식

HRID 1772682 반응식
Br[CH2:2][C:3]1[CH:12]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[P:18]([O:25]CC)([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21]>>[CH2:20]([O:19][P:18]([CH2:2][C:3]1[CH:12]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)([O:22][CH2:23][CH3:24])=[O:25])[CH3:21]

참가 물질

3

반응물 2

HCID 31215Triethyl phosphiteHCID 117727907HCID 117727907, 화합물

생성물 1

HCID 117728170HCID 117728170, 화합물

반응 조건

온도
100 °C

실험 절차

Ethyl 2-(bromomethyl)quinoline-4-carboxylate (1.0 g, 3.4 mmol, as prepared above) was treated with triethyl phosphite (11.3 g, 68.0 mmol) and the resultant slurry was heated to 100° C. overnight. The reaction was concentrated under reduced pressure, diluted with DCM (50 mL), washed with sodium bicarbonate, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (0:100-1:1 EtOAc/heptane) to afford compound 45a. Mass spectrum (LCMS, ESI pos.) Calcd. For C17H22NO5P: 352.1 (M+H). found 352.2.

후처리

  1. concentrationThe reaction was concentrated under reduced pressure
  2. additiondiluted with DCM (50 mL)
  3. washwashed with sodium bicarbonate
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash column chromatography on silica gel (0:100-1:1 EtOAc/heptane)

출처 및 근거

ORD 기록
ord-de14144fc4814aa598d7a72ac020e001
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249163B2

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