Ethanol → 4-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

HRID 853212노트

반응식

HRID 853212 반응식
[Cl-].[NH4+].C(O)C.[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]([O:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=3)=[CH:19][CH:20]=[N:21]2)=[CH:16][C:15]=1[C:34]#[N:35])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Fe].O>[NH2:31][C:28]1[CH:27]=[CH:26][C:25]([O:24][C:18]2[C:17]3[C:22](=[CH:23][C:14]([O:13][CH2:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[C:15]([C:34]#[N:35])[CH:16]=3)[N:21]=[CH:20][CH:19]=2)=[CH:30][CH:29]=1

참가 물질

6

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 229365907-Benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline

생성물 1

HCID 229368314-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

Iron powder (0.6 g), ammoniumchloride (1.4 g), ethanol (100 ml) and water (30 ml) were added to the 7-benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline obtained in Production Example 5, and the mixture was stirred at 90° C. for 2.5 hours. The reaction system was returned to room temperature and then filtered with celite, the filtrate was subjected to liquid separation, and the organic layer was washed with water and saturated brine in that order, dried over sodium sulfate and then concentrated to dryness under reduced pressure to obtain 1.31 g of a crude product containing the target substance. The crude product was used directly for the following reaction. (Production Example 7).

후처리

  1. customobtained in Production Example 5
  2. customwas returned to room temperature
  3. filtrationfiltered with celite
  4. customthe filtrate was subjected to liquid separation
  5. washthe organic layer was washed with water and saturated brine in that order
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-ab91773db30a4cd7b6267ede387bda06
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253286B2

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