p-Toluenesulfonic acid monohydrate → 1,6-naphthyridin-5(6H)-one

HRID 1615649노트

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HRID 1615649 반응식
CO[CH:3](OC)[CH2:4][C:5]1[N:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8].CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[N:13]1[C:5]2[CH:4]=[CH:3][NH:9][C:7](=[O:8])[C:6]=2[CH:10]=[CH:11][CH:12]=1

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 134111212-(2,2-Dimethoxyethyl)nicotinamide

생성물 1

HCID 55203681,6-naphthyridin-5(6H)-one수율 66.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 2-(2,2-dimethoxyethyl)nicotinamide (8.33 g, 39.7 mmol) and TsOH.H2O (940 mg) in toluene (100 mL) was refluxed for 14 h. Toluene was removed under reduced pressure, then the residue was purified by silica gel column chromatography (eluting with PE/EtOAc v/v 1:1 and with EtOAc) to yield 1,6-naphthyridin-5(6H)-one as a light yellow solid (3.87 g, yield 66%). ESI MS: m/z 147 [M+H]+.

후처리

  1. temperaturewas refluxed for 14 h
  2. customToluene was removed under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (
  4. washeluting with PE/EtOAc v/v 1:1 and with EtOAc)

출처 및 근거

ORD 기록
ord-306ac9a0ca8144fb875056cfd0604b90
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765760B2

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