Triethylamine → (6-Chloro-[1,2,3]triazolo[4,5-b]pyridin-1-yl)-(4-methyl-piperidin-1-yl)-methanone

HRID 2237594ノート

反応式

HRID 2237594 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[NH:10][N:9]=[N:8][C:5]2=[N:6][CH:7]=1.[CH3:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18](Cl)=[O:19])[CH2:14][CH2:13]1.C(N(CC)CC)C>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]([C:18]([N:15]3[CH2:16][CH2:17][CH:12]([CH3:11])[CH2:13][CH2:14]3)=[O:19])[N:9]=[N:8][C:5]2=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 152215164-Methylpiperidine-1-carbonyl ChlorideHCID 178478278HCID 178478278、化合物

生成物 1

HCID 59302801(6-Chloro-[1,2,3]triazolo[4,5-b]pyridin-1-yl)-(4-methyl-piperidin-1-yl)-methanone

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine (200 mg, 1.29 mmol) and 4-methyl-piperidin-1-carbonyl chloride (418 mg, 2.56 mmol) were dissolved in 10 ml of pyridine. Then triethylamine (180 μl, 3.88 mmol) was added and stirred at room temperature for 4 h and left to stand overnight. The reaction mixture was concentrated and the residue was mixed with water and ethyl acetate. The organic phase was separated off, the aqueous phase was extracted once more, and the combined organic phases were washed with water and concentrated. The crude product was purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 106 mg (29%) of (6-chloro-[1,2,3]triazolo[4,5-b]pyridin-1-yl)-(4-methyl-piperidin-1-yl)-methanone, M+H+: 280.2.

後処理

  1. waitleft
  2. waitto stand overnight
  3. concentrationThe reaction mixture was concentrated
  4. additionthe residue was mixed with water and ethyl acetate
  5. customThe organic phase was separated off
  6. extractionthe aqueous phase was extracted once more
  7. washthe combined organic phases were washed with water
  8. concentrationconcentrated
  9. customThe crude product was purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA)

出典と根拠

ORDレコード
ord-2d78e0cb7a474852ad314e81a45b6dd7
出典データセット
uspto-grants-2010_05
特許番号
US07718669B2

反応ノート

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