Morpholine → 6-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl ester

HRID 2186790

반응식

HRID 2186790 반응식
[CH2:1]([O:3][C:4](=[O:19])[C:5]1[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:9][C:8](Cl)=[N:7][CH:6]=1)[CH3:2].[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(N(CC)CC)C>O1CCCC1>[CH2:1]([O:3][C:4](=[O:19])[C:5]1[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:9][C:8]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:7][CH:6]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 54487232Ethyl 6-chloro-4-phenoxynicotinate

생성물 1

HCID 538442216-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl ester수율 43%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 130 mg (0.468 mmol) 6-chloro-4-phenoxy-nicotinic acid ethyl ester, 0.040 ml (0.47 mmol) morpholine and 0.065 ml (0.47 mmol) triethylamine in 7 ml tetrahydrofuran was stirred at reflux for 40 h. After cooling to room temperature the reaction mixture was filtered, diluted with ethyl acetate and washed with water and saturated aqueous sodium chloride solution. The organic layer was dried with sodium sulfate and concentrated. Flash column chromatography afforded 66 mg (43%) of the title compound as a white solid.

후처리

  1. temperatureat reflux for 40 h
  2. filtrationwas filtered
  3. additiondiluted with ethyl acetate
  4. washwashed with water and saturated aqueous sodium chloride solution
  5. dry with materialThe organic layer was dried with sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4d8ed5848fb74aa381cbec85f77fba9b
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06407111B1

연결된 노트

불러오는 중…