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Methanol → methyl 6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate

HRID 19736
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HRID 19736 반응식
Cl.[N:2]1[C:10]2[CH2:9][CH:8]([C:11]([OH:13])=[O:12])[CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:14]O>S(=O)(=O)(O)O>[CH3:14][O:12][C:11]([CH:8]1[CH2:9][C:10]2[N:2]=[CH:3][CH:4]=[CH:5][C:6]=2[CH2:7]1)=[O:13]
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참가 물질

4

반응물 2

HCID 887MethanolHCID 685628996,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid hydrochloride

생성물 1

HCID 14639626methyl 6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

A solution 6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid hydrochloride (Example 88; 0.640 g, 3.21 mmol) and concentrated sulphuric acid (3 drops) in methanol (100 ml) is heated to reflux for 3 hours. The solvent is evaporated, the residue is treated with saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic phases are washed with brine, dried (MgSO4) and evaporated to afford 6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid methyl ester, MH+178.

후처리

  1. temperatureto reflux for 3 hours
  2. customThe solvent is evaporated
  3. additionthe residue is treated with saturated aqueous NaHCO3
  4. extractionextracted with EtOAc
  5. washThe combined organic phases are washed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-2c0cd0bc50d447c498c33c72bc4f4d4d
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745462B2

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