Ethanol → HCID 178470738、化合物

HRID 554671ノート

反応式

HRID 554671 の反応式
[CH:1]1([C:4]([N:6]([CH2:9][C:10]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=2[C:20]2[CH:21]=[C:22]([CH2:28][C:29]([OH:31])=[O:30])[CH:23]=[N:24][C:25]=2[O:26]C)[CH2:7][CH3:8])=[O:5])[CH2:3][CH2:2]1.S(Cl)(Cl)=O.[CH3:36][CH2:37]O>C(Cl)Cl.O>[CH2:36]([O:31][C:29](=[O:30])[CH2:28][C:22]1[CH:23]=[N:24][C:25]([OH:26])=[C:20]([C:11]2[CH:12]=[CH:13][C:14]([C:16]([F:18])([F:19])[F:17])=[CH:15][C:10]=2[CH2:9][N:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])[CH2:7][CH3:8])[CH:21]=1)[CH3:37]

参加物

6

反応物 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 45138482(5-{2-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid

生成物 1

HCID 178470738HCID 178470738、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

To a solution of (5-{2-[(cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid (0.099 g, 0.22 mmol) in EtOH (1 mL) was added thionyl chloride (0.16 mL, 2.19 mmol), and the reaction was stirred at 80° C. overnight. The mixture was diluted with CH2Cl2 and H2O, and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated to give (5-{2-[(N-cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester. The ester was hydrolyzed to the acid as described in Example 3, Step 7.

後処理

  1. extractionthe aqueous layer was extracted with CH2Cl2
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-5813404ca161462dad468ab59067e465
出典データセット
uspto-grants-2011_11
特許番号
US08049015B2

反応ノート

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