L-Proline → Methyl 5-(1,8-naphthyridin-2-yl)pentanoate

HRID 379212노트

반응식

HRID 379212 반응식
[CH3:1][O:2][C:3](=[O:11])[CH2:4][CH2:5][CH2:6][CH2:7][C:8](=O)[CH3:9].[NH2:12][C:13]1[C:18]([CH:19]=O)=[CH:17][CH:16]=[CH:15][N:14]=1.N1CCC[C@H]1C(O)=O>C(O)C>[CH3:1][O:2][C:3](=[O:11])[CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:9]=[CH:19][C:18]2[C:13](=[N:14][CH:15]=[CH:16][CH:17]=2)[N:12]=1

참가 물질

5

반응물 3

HCID 145742L-ProlineHCID 288022Heptanoic acid, 6-oxo-, methyl esterHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

생성물 1

HCID 11447926Methyl 5-(1,8-naphthyridin-2-yl)pentanoate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1-2 (1.4 g, 9.04 mmol), 1-3, 2-amino-3-formylpyridine (552 mg, 4.52 mmol) (for preparation, see: J. Org. Chem., 1983, 48, 3401), and proline (260 mg, 2.26 mmol) in absolute ethanol (23 mL) was heated at reflux for 18 h. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 80% ethyl acetate/hexane, then ethyl acetate) to give ester 1-4 as a white solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 18 h
  3. customremoval of the solvent
  4. customthe residue was chromatographed (silica gel, 80% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-be2027ac6d3544148f5ababba2cca3d5
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297249B1

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