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 19192노트

반응식

HRID 19192 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]>[Pd].C(O)C>[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 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

In a Parr shaker bottle was placed 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl-methyl)-3-nitro-1H-pyrazole (700 mg, 3.08 mmol), 10% palladium on carbon (500 mg) and ethanol (25 mL). The bottle was then placed on the Parr shaker at 50 psi of hydrogen pressure for 4 h. The reaction was then filtered through a pad of celite and washed with ethanol and concentrated in vacuo to afford 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl-methyl)-1H-pyrazol-3-ylamine (550 mg, 91%) as a yellow oil: LR-ES-MS m/z calculated for C9H15N3O2 [M]+ 197, observed 198 [M+H]+.

후처리

  1. filtrationThe reaction was then filtered through a pad of celite
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-daf74927986e43e59dc354779886f319
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741327B2

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