Diethyl Ether → 2-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide

HRID 639978노트

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HRID 639978 반응식
O.NN.[C:4]([NH:7][C:8]1[C:12]([N+:13]([O-])=O)=[CH:11][N:10]([CH2:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=2)=[O:18])[N:9]=1)(=[O:6])[CH3:5].C(OCC)C>CC(N(C)C)=O.CO.[Pd]>[C:4]([NH:7][C:8]1[C:12]([NH2:13])=[CH:11][N:10]([CH2:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=2)=[O:18])[N:9]=1)(=[O:6])[CH3:5]

참가 물질

7

반응물 3

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 686398472-[3-(acetylamino)-4-nitro-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide

생성물 1

HCID 686388432-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide수율 95.4%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 31374Dimethylacetamide용매

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온도
75 °C

실험 절차

Hydrazine hydrate (43.6 μl, 0.9 mmol) was slowly added to a solution of 2-[3-(acetylamino)-4-nitro-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide (0.145 g, 0.45 mmol) in a mixture of dimethylacetamide (3 ml) and methanol (3 ml) in the presence of 10% palladium on carbon (0.030 g). The mixture was stirred at 75° C. for 20 minutes and then allowed to cool. The mixture was filtered through Celite and the residue washed with methanol. The filtrate was evaporated and the residue triturated with a 1:2 mixture of dichloromethane:diethyl ether to give 2-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide (0.125 g, 95% yield):

후처리

  1. temperatureto cool
  2. filtrationThe mixture was filtered through Celite
  3. washthe residue washed with methanol
  4. customThe filtrate was evaporated
  5. customthe residue triturated with a 1:2 mixture of dichloromethane

출처 및 근거

ORD 기록
ord-15523598146d4e31a302b665b18a7e85
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691867B2

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