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1-(3-methoxy-4-nitro-1H-pyrazol-1-yl)propan-2-ol → 1-(3-methoxy-4-amino-1H-pyrazol-1-yl)propan-2-ol

HRID 928215
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HRID 928215 반응식
[CH3:1][O:2][C:3]1[C:7]([N+:8]([O-])=O)=[CH:6][N:5]([CH2:11][CH:12]([OH:14])[CH3:13])[N:4]=1>[Pd].CO>[CH3:1][O:2][C:3]1[C:7]([NH2:8])=[CH:6][N:5]([CH2:11][CH:12]([OH:14])[CH3:13])[N:4]=1
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참가 물질

4

반응물 1

HCID 1180737151-(3-methoxy-4-nitro-1H-pyrazol-1-yl)propan-2-ol

생성물 1

HCID 1180735971-(3-methoxy-4-amino-1H-pyrazol-1-yl)propan-2-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A nitrogen-flushed round bottom flask was charged with 1-(3-methoxy-4-nitro-1H-pyrazol-1-yl)propan-2-ol (345 mg, 1.72 mmol, 1.00 eq), 10% Pd/C (200 mg) and methanol (20 mL). The reaction mixture was sparged with hydrogen for 10 min then stirred vigorously under hydrogen atmosphere for 14 hr. The reaction mixture was then sparged with nitrogen, filtered through Celite®, and concentrated to give the title compound as an oil that was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 6.92 (s, 1H) 4.70 (d, J=4.9 Hz, 1H) 3.89-3.77 (m, 1H) 3.74 (s, 3H) 3.73-3.55 (m, 2H) 0.97 (d, J=6.2 Hz, 3H). m/z (APCI+) for C7H14N3O2 172.3 (M+H)+.

후처리

  1. customA nitrogen-flushed round bottom flask
  2. customThe reaction mixture was sparged with hydrogen for 10 min
  3. customThe reaction mixture was then sparged with nitrogen
  4. filtrationfiltered through Celite®
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-48c45d036ee8453babc0a444b33f4320
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290496B2

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