三乙胺 → 3-hydroxy-4-fluoro-N-cyclopropylbenzamide

HRID 6870

反应方程式

HRID 6870 反应方程式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([OH:7])=O.[CH:12]1([NH2:15])[CH2:14][CH2:13]1.C(N(CC)CC)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>CN(C=O)C.O>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([NH:15][CH:12]1[CH2:14][CH2:13]1)=[O:7]

参与物

8

反应物 5

HCID 8471三乙胺HCID 159081-(3-二甲基氨基丙基)-3-乙基碳二亚胺HCID 69828环丙胺HCID 757711-羟基苯并三唑(HOBT)HCID 5936354-氟-3-羟基苯甲酸

产物 1

HCID 220191063-hydroxy-4-fluoro-N-cyclopropylbenzamide收率 61.5%

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

To a mixture of 3-hydroxy-4-fluorobenzoic acid (1.56 g, 10 mmol), cyclopropylamine (0.6 g, 10.5 mmol), triethylamine (1.02 g, 10 mmol) and HOBt (0.3 g, 2 mol) in DMF (10 mL) was added EDCI (2.0 g, 10.5 mmol) at RT. The mixture was stirred at RT overnight. The mixture was diluted with water and extracted with ethyl acetate (3×20 mL). The extract was washed with water and concentrated to afford 3-hydroxy-4-fluoro-N-cyclopropylbenzamide as a solid (1.2 g, 61.5%).

后处理

  1. extractionextracted with ethyl acetate (3×20 mL)
  2. washThe extract was washed with water
  3. concentrationconcentrated

来源与证据

ORD记录
ord-27b9e1260647442584ff0f4565e0531d
来源数据集
uspto-grants-2006_08
专利号
US07084160B2

关联笔记

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