Diisopropyl Ether → Ethyl 1-(chloromethyl)methylamino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

HRID 1708548노트

반응식

HRID 1708548 반응식
C(O[CH2:4][CH2:5][NH:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([F:19])=[C:14]([F:18])[C:15]=2[F:17])[C:10](=[O:20])[C:9]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:8]1)C.[Cl:26]C([SiH3])(Cl)Cl.C(OC(C)C)(C)C>C(#N)C>[Cl:26][CH2:4][CH2:5][NH:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([F:19])=[C:14]([F:18])[C:15]=2[F:17])[C:10](=[O:20])[C:9]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:8]1

참가 물질

5

반응물 3

HCID 7914Diisopropyl EtherHCID 18959438Ethyl 1-(ethoxymethyl)methylamino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylateHCID 71317501CID 71317501

생성물 1

HCID 67849549Ethyl 1-(chloromethyl)methylamino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of ethyl 1-(ethoxymethyl)methylamino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (200 mg) in dry acetonitrile (2.0 ml) was added trichloromethylsilane (65.8 μl) under ice -cooling and the mixture was stirred for 30 minutes, and then for 10 minutes at room temperature. To the reaction mixture was added diisopropyl ether (10 ml), which was then stirred for 15 minutes at ambient temperature. The precipitate was collected by filtration and washed with diisopropyl ether and dried in vacuo over phosphorus pentaoxide to give ethyl 1-(chloromethyl)methylamino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (145 mg).

후처리

  1. waitfor 10 minutes at room temperature
  2. stirringwas then stirred for 15 minutes at ambient temperature
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with diisopropyl ether
  5. dry with materialdried in vacuo over phosphorus pentaoxide

출처 및 근거

ORD 기록
ord-5ba40038d209486dbbe43c1f61145e26
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05359066

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