Cyclopropyl-{5-[2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)-vinyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-methyl-amine → N-cyclopropyl-5-(2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)ethyl)-N,1-dimethyl-1H-1,2,4-triazol-3-amine

HRID 1054961노트

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HRID 1054961 반응식
[CH:1]1([N:4]([CH3:24])[C:5]2[N:9]=[C:8]([CH:10]=[CH:11][C:12]3[N:22]=[C:15]4[C:16]([CH3:21])=[N:17][CH:18]=[C:19]([CH3:20])[N:14]4[N:13]=3)[N:7]([CH3:23])[N:6]=2)[CH2:3][CH2:2]1>[Pd].CO>[CH:1]1([N:4]([CH3:24])[C:5]2[N:9]=[C:8]([CH2:10][CH2:11][C:12]3[N:22]=[C:15]4[C:16]([CH3:21])=[N:17][CH:18]=[C:19]([CH3:20])[N:14]4[N:13]=3)[N:7]([CH3:23])[N:6]=2)[CH2:3][CH2:2]1

참가 물질

4

반응물 1

HCID 123856144Cyclopropyl-{5-[2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)-vinyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-methyl-amine

생성물 1

HCID 90016837N-cyclopropyl-5-(2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)ethyl)-N,1-dimethyl-1H-1,2,4-triazol-3-amine수율 64.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

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온도
25 °C

실험 절차

A mixture of N-cyclopropyl-5-(2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)vinyl)-N,1-dimethyl-1H-1,2,4-triazol-3-amine (23 mg, 70.9 μmol, Eq: 1.00) and palladium on carbon 10% (7.55 mg, 7.09 μmol, Eq: 0.1) in methanol (3.5 ml) was stirred for 14 hours at 25° C. under hydrogen atmosphere. Palladium was filtered off, the crude material was applied on silica gel and purified by column chromatography using ethy acetate/methanol (0-10% methanol) as eluent to give N-cyclopropyl-5-(2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)ethyl)-N,1-dimethyl-1H-1,2,4-triazol-3-amine (15 mg, 64.8%) as white waxy solid

후처리

  1. filtrationPalladium was filtered off
  2. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-ad56db7c28b04a30a9425d436e69b6df
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394311B2

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