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

HRID 2382766ノート

反応式

HRID 2382766 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-34a3cb85714541479a0e026553f350d1
出典データセット
uspto-grants-2012_09
特許番号
US08263595B2

反応ノート

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