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Hydrochloric Acid → 2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine

HRID 1716581
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HRID 1716581 반응식
[CH3:1][C:2]1[N:11]([CH:12]2[CH2:17][CH2:16][N:15](C(=O)C)[CH2:14][CH2:13]2)[C:5]2[CH:6]=[N:7][C:8]([CH3:10])=[CH:9][C:4]=2[N:3]=1.Cl>C(O)C>[CH3:1][C:2]1[N:11]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:5]2[CH:6]=[N:7][C:8]([CH3:10])=[CH:9][C:4]=2[N:3]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 685145831-[4-(2,6-Dimethyl-imidazo[4,5-c]-pyridin-3-yl)-piperidin-1-yl]-ethanone

생성물 1

HCID 588522922,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine수율 77%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
100 °C

실험 절차

A solution of 1-[4-(2,6-dimethyl-imidazo[4,5-c]-pyridin-3-yl)-piperidin-1-yl]-ethanone (20 mg, 0.074 mmol) in ethanol (0.5 mL) was treated with concentrated HCl (0.5 mL). The reaction mixture was heated at 100° C. for 18 h. The solvent was evaporated and the mixture was diluted with water (2 mL). The mixture was washed twice with diethyl ether and the aqueous phase was adjusted to pH=10 by addition of a solution of 25% aqueous NaOH. The aqueous mixture was extracted with CH2Cl2 (5×10 mL). The combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford 2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine (13 mg, 77%) as a light yellow solid which was used without further purification.

후처리

  1. customThe solvent was evaporated
  2. additionthe mixture was diluted with water (2 mL)
  3. washThe mixture was washed twice with diethyl ether
  4. additionthe aqueous phase was adjusted to pH=10 by addition of a solution of 25% aqueous NaOH
  5. extractionThe aqueous mixture was extracted with CH2Cl2 (5×10 mL)
  6. washThe combined extracts were washed with brine
  7. dry with materialdried over anhydrous Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-39de3414425e4b7d8efb8dbeb0830324
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803816B2

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