4-Fluorobenzoyl chloride → HCID 11859042, 화합물

HRID 2217351노트

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HRID 2217351 반응식
[NH2:1][C:2]1[C:3]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:23])([CH3:22])[C:4]=2[N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.C(N(CC)C(C)C)(C)C.[F:33][C:34]1[CH:42]=[CH:41][C:37]([C:38](Cl)=[O:39])=[CH:36][CH:35]=1>C1COCC1>[F:33][C:34]1[CH:42]=[CH:41][C:37]([C:38]([NH:1][C:2]2[C:3]3[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:22])([CH3:23])[C:4]=3[N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=2)=[O:39])=[CH:36][CH:35]=1

참가 물질

5

반응물 3

HCID 678794-Fluorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 573530855-tert-butyl 1-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate

생성물 1

HCID 11859042HCID 11859042, 화합물수율 90.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

5-tert-Butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate (2.0 g, 6.16 mmol) was dissolved in THF (40 ml), treated first with N,N-diisopropylethylamine (5.4 ml, 30.80 mmol) and then, at 0° C., with 4-fluorobenzoyl chloride (800 μl, 6.77 mmol) dissolved in THF (8 ml) dropwise. The reaction mixture was stirred at room temperature for 5 hours, concentrated and dissolved in DCM, washed with saturated sodium hydrogencarbonate aqueous solution and with brine. The organic phase was dried over sodium sulfate, evaporated and purified by flash chromatography (eluent hexane/EtOAc 80/20) to afford 2.5 g of the title compound in 90% yield.

후처리

  1. concentrationconcentrated
  2. dissolutiondissolved in DCM
  3. washwashed with saturated sodium hydrogencarbonate aqueous solution and with brine
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. customevaporated
  6. custompurified by flash chromatography (eluent hexane/EtOAc 80/20)

출처 및 근거

ORD 기록
ord-14885ebbbef24e3a8876cb084d66fe6a
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407971B2

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