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

HRID 2237594노트

반응식

HRID 2237594 반응식
[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

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 152215164-Methylpiperidine-1-carbonyl ChlorideHCID 178478278HCID 178478278, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-2d78e0cb7a474852ad314e81a45b6dd7
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718669B2

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