Acetic Acid → 3-Tert-butyl-1-((tetrahydro-2h-pyran-2-yl)methyl)-1h-pyrazol-5-amine

HRID 452974

반응식

HRID 452974 반응식
[C:1]([C:5]1[CH:9]=[C:8](/[N:10]=C/N(C)C)[N:7]([CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].NN.C(O)(=O)C>O1CCOCC1>[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 9321HydrazineHCID 87440113N'-[3-tert-butyl-1-(oxan-2-ylmethyl)pyrazol-5-yl]-N,N-dimethylmethanimidamide

생성물 1

HCID 675445333-Tert-butyl-1-((tetrahydro-2h-pyran-2-yl)methyl)-1h-pyrazol-5-amine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
85 °C

실험 절차

To a solution of Example 63B (0.9 g, 3.1 mmol) in dioxane (10 mL) were added hydrazine (0.12 mL, 3.7 mmol, Aldrich) and acetic acid (0.35 mL, 6.2 mmol). After stirring at 85° C. for 16 hours, the reaction mixture was cooled and quenched with saturated NaHCO3 (10 mL). The aqueous layer was extracted with ethyl acetate (3×20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide the title compound. MS (APCI+) m/z 238 (M+H)+.

후처리

  1. temperaturethe reaction mixture was cooled
  2. customquenched with saturated NaHCO3 (10 mL)
  3. extractionThe aqueous layer was extracted with ethyl acetate (3×20 mL)
  4. dry with materialThe combined organic extracts were dried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9f1e66612f644f2380608be7ebeefcdd
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492371B2

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