1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-nitro-1H-pyrazole → (S)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine

HRID 2381286노트

반응식

HRID 2381286 반응식
[CH3:1][C:2]1([CH3:16])[O:6][C@@H:5]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[N:9]2)[CH2:4][O:3]1.[H][H]>CO.[Pd]>[CH3:1][C:2]1([CH3:16])[O:6][C@@H:5]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]2)[CH2:4][O:3]1

참가 물질

5

반응물 2

HCID 593449571-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-nitro-1H-pyrazoleHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 57346939(S)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine수율 78.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A solution of 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-nitro-1H-pyrazole (348.4 mg, 1.53 mmol) in methanol (10 mL, 0.15M) in a high pressure reaction bottle was treated with 10% palladium on activated carbon (19.5 mg). The mixture was placed on a Parr shaker and exposed to hydrogen (40 psi) overnight. After this time, the reaction mixture was filtered through a pad of diatomaceous earth and rinsed with ethanol. The filtrate was concentrated in vacuo to afford 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-ylamine (237.4 mg, 1.20 mmol) as a viscous, yellow oil. The material was used without further purification.

후처리

  1. filtrationAfter this time, the reaction mixture was filtered through a pad of diatomaceous earth
  2. washrinsed with ethanol
  3. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-667fb891f3e84ef3923cfea46d046e58
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258134B2

반응 노트

불러오는 중…