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

HRID 1358618ノート

反応式

HRID 1358618 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ca521c2e65814e3e98b81b51ee9d91ea
出典データセット
uspto-grants-2003_07
特許番号
US06596773B2

反応ノート

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