Nitrogen → 1-[4-(2-Methyl-[1,3]dioxolan-2-yl)-butyl]-1H-pyrazol-3-ylamine

HRID 2064936

반응식

HRID 2064936 반응식
N#N.[CH3:3][C:4]1([CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[N:14]2)[O:8][CH2:7][CH2:6][O:5]1.[NH4+].[Cl-]>CCO.O.[Fe]>[CH3:3][C:4]1([CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[CH:17]=[CH:16][C:15]([NH2:18])=[N:14]2)[O:8][CH2:7][CH2:6][O:5]1

참가 물질

7

반응물 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 669283351-[4-(2-Methyl-[1,3]dioxolan-2-yl)-butyl]-3-nitro-1H-pyrazole

생성물 1

HCID 669284811-[4-(2-Methyl-[1,3]dioxolan-2-yl)-butyl]-1H-pyrazol-3-ylamine

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
75 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 1-[4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-3-nitro-1H-pyrazole (300 mg, 1.18 mmol), iron powder (199 mg, 3.53 mmol) and NH4Cl (317 mg, 5.88 mmol) in a mixture of EtOH (4.0 mL) and water (2.0 mL) was stirred at 75° C. for 30 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (20 mL) was added followed by water (20 mL). The aq. layer was extracted with CH2Cl2 (3×10 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a colorless oil. LC-MS-conditions 02: tR=0.59 min; [M+H]+=226.47.

후처리

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. additionCH2Cl2 (20 mL) was added
  4. extractionThe aq. layer was extracted with CH2Cl2 (3×10 mL)
  5. dry with materialextracts were dried over MgSO4
  6. filtrationfiltered
  7. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-6fb3ff596a6e4d399eec2534a04669eb
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288419B2

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