Ammonium Chloride → N-(2-fluorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

HRID 602009

반응식

HRID 602009 반응식
[F-:1].C([N+](CCCC)(CCCC)CCCC)CCC.[F:19][C:20]1[CH:21]=[C:22]([CH:32]=[C:33]([F:39])[C:34]=1[O:35][CH2:36][C:37]#[CH:38])[C:23]([N:25]1[CH:31]2[CH:26]1[CH2:27][CH2:28][CH2:29][CH2:30]2)=[O:24].[Cl-].[NH4+]>O1CCCC1>[F:1][CH:31]1[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]1[NH:25][C:23](=[O:24])[C:22]1[CH:21]=[C:20]([F:19])[C:34]([O:35][CH2:36][C:37]#[CH:38])=[C:33]([F:39])[CH:32]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 577011787-[3,5-Difluoro-4-(2-propynyloxy)benzoyl]-7-azabicyclo[4.1.0]heptane

생성물 1

HCID 57701160N-(2-fluorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

At room temperature, 1.2 ml of tetrabutylammonium fluoride (1M tetrahydrofuran solution) was added dropwise to a mixture of 4 ml of tetrahydrofuran and 291 mg of 7-[3,5-difluoro-4-(2-propynyloxy)benzoyl]-7-azabicyclo[4.1.0]heptane. This mixture was stirred at room temperature for 1 hour. Then, an aqueous saturated ammonium chloride solution was added to the reaction mixture, and this was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.13 g of N-(2-fluorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 114 of the present invention) represented by the formula:

후처리

  1. extractionthis was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8ebb46a477594e94aef8da3044244e9a
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902400B2

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