Diisopropylethylamine → HCID 68526175, 화합물

HRID 1437436노트

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HRID 1437436 반응식
[F:1][C:2]1[CH:3]=[C:4]([N+:19]([O-:21])=[O:20])[C:5]([NH:9][C@H:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH3:11])=[N:6][C:7]=1F.CCN(C(C)C)C(C)C.[CH3:31][C:32]1[NH:36][N:35]=[C:34]([NH2:37])[CH:33]=1>C1COCC1>[F:1][C:2]1[C:7]([NH:37][C:34]2[CH:33]=[C:32]([CH3:31])[NH:36][N:35]=2)=[N:6][C:5]([NH:9][C@H:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH3:11])=[C:4]([N+:19]([O-:21])=[O:20])[CH:3]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 67452698(S)-5,6-difluoro-N-(1-(4-fluorophenyl)ethyl)-3-nitropyridin-2-amine

생성물 1

HCID 68526175HCID 68526175, 화합물수율 69.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
55 °C

실험 절차

To a solution of (S)-5,6-difluoro-N-(1-(4-fluorophenyl)ethyl)-3-nitropyridin-2-amine (Method 53, 0.70 g, 2.3 mmol) in THF (12 ml) was added DIEA (0.39 g, 3.0 mmol) and 5-methyl-1H-pyrazol-3-amine (0.45 g, 4.7 mmol). The reaction was heated to 55° C. for 24 hours, cooled to room temperature, and quenched with water. The reaction was extracted with DCM (2×75 ml), and the combined organic fractions were dried over Na2SO4, filtered, and concentrated. The resulting oil was purified by column chromatography (DCM-MeOH=100:1) to give the title compound (0.60 g, 68%). MS: Calcd.: 374. Found: [M+H]+ 375.

후처리

  1. temperaturecooled to room temperature
  2. customquenched with water
  3. extractionThe reaction was extracted with DCM (2×75 ml)
  4. dry with materialthe combined organic fractions were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting oil was purified by column chromatography (DCM-MeOH=100:1)

출처 및 근거

ORD 기록
ord-c8f2df2f65cc4494aa0d60ca3977a2e4
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622482B2

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