Toluene → HCID 22646629, 화합물

HRID 393636노트

반응식

HRID 393636 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)[NH:9][CH:8]=[CH:7][C:6]2=O.C1(C)C=CC=CC=1.S(Cl)([Cl:32])=O>CN(C=O)C>[ClH:32].[Cl:32][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 226466186-methoxy-7-[3-(1-pyrrolidyl)propyloxy]-4(1H)-quinolinone

생성물 1

HCID 22646629HCID 22646629, 화합물수율 100%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

A solution of 6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)-1,4-dihydroquinolin-4-one (950 mg, 3.1 mmol) in thionyl chloride (25 ml) containing DMF (10 drops) was heated at reflux for 1.5 hours. After cooling, toluene was added and the volatiles were removed by evaporation. The residue was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinoline hydrochloride (1.23 g, 100%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. temperatureAfter cooling
  4. customthe volatiles were removed by evaporation
  5. customThe residue was triturated with ether
  6. filtrationcollected by filtration
  7. washwashed with ether
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-a1c3a9ed46084622b5826ae5b564405e
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

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