Cyclohexylamine → N5-cyclohexyl[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine

HRID 2382766노트

반응식

HRID 2382766 반응식
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH2:11])[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.[CH:12]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>CC(OC)(C)C>[CH:12]1([NH:18][C:2]2[N:7]3[N:8]=[C:9]([NH2:11])[N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

참가 물질

4

반응물 2

HCID 7965CyclohexylamineHCID 214644135-Chloro-[1,2,4]triazolo[1,5-a]pyridin-2-amine

생성물 1

HCID 25216186N5-cyclohexyl[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine수율 59%

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

A suspension of 5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A4), 10.0 g; 59.32 mmol; 1.0 eq.) in cyclohexylamine (60 mL) was heated to reflux for 52 h. Reaction mixture was taken up in MTBE and filtered. The resulting cake was washed with MTBE and filtrate was concentrated to dryness. Residue was purified by flash chromatography (Hept/EtOAc, 1:1) to give the title compound as a beige powder (8.08 g, 59%). HPLC, Rt: 2.46 min. (purity 98.9%). LC/MS, M+(ESI): 231.9.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 52 h
  3. customReaction mixture
  4. filtrationfiltered
  5. washThe resulting cake was washed with MTBE and filtrate
  6. concentrationwas concentrated to dryness
  7. customResidue was purified by flash chromatography (Hept/EtOAc, 1:1)

출처 및 근거

ORD 기록
ord-34a3cb85714541479a0e026553f350d1
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263595B2

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