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Bromocyclopentane → Methyl 5-(cyclopentyloxy)-6-methoxy-3-pyridinecarboxylate

HRID 993285
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인쇄 미리보기

반응식

HRID 993285 반응식
[OH:1][C:2]1[C:3]([O:12][CH3:13])=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH:20]1(Br)[CH2:24][CH2:23][CH2:22][CH2:21]1>CN(C)C=O.O>[CH:20]1([O:1][C:2]2[C:3]([O:12][CH3:13])=[N:4][CH:5]=[C:6]([CH:11]=2)[C:7]([O:9][CH3:10])=[O:8])[CH2:24][CH2:23][CH2:22][CH2:21]1
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참가 물질

6

반응물 3

HCID 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 22145686Methyl 5-hydroxy-6-methoxynicotinate

생성물 1

HCID 22145812Methyl 5-(cyclopentyloxy)-6-methoxy-3-pyridinecarboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A mixture of methyl 5-hydroxy-6-methoxynicotinoate (250 mg), anhydrous potassium carbonate (600 mg) and cyclopentyl bromide (0.26 mL) in dry dimethylformamide (5 mL) is stirred and heated at 60±5° C. for 24 hours. The mixture is cooled to room temperature, diluted with water and extracted with ethyl acetate. The extracts are washed with water and dried (MgSO4). Concentration gave methyl 5-cyclopentyloxy-6-methoxynicotinoate (290 mg) as an oil.

후처리

  1. temperatureThe mixture is cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe extracts are washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationConcentration

출처 및 근거

ORD 기록
ord-6499f451c12e4ba2889f3520bdfc7fd0
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06472412B1

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