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HRID1184882

反应详情

EQUATION

反应方程式

HRID 1184882 的结构方程式

REACTANTS

反应物

5
结构：O=C(O)CC(O)(CC(=O)O)C(=O)O
HCID311

Citric Acid

C6H8O7

结构：CCN(C(C)C)C(C)C
HCID81531

Diisopropylethylamine

C8H19N

结构：Nc1cc([N+](=O)[O-])c(F)cc1F
HCID2758312

2,4-difluoro-5-nitroaniline

C6H4F2N2O2

结构：CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HCID9886157

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

C10H15F6N6OP

结构：Nc1c(C(=O)O)sc2nccnc12
HCID12225712

7-Aminothieno[2,3-b]pyrazine-6-carboxylic acid

C7H5N3O2S

PRODUCTS

生成物

1
结构：CC(C)(C#N)c1cccc(C(=O)Nc2cc([N+](=O)[O-])c(F)cc2F)c1
HCID67125705

未命名化合物

收率 48%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度
60 °C

PROCEDURE

实验过程

A solution of 7-aminothieno[2,3-b]pyrazine-6-carboxylic acid 8 (179 mg, 0.948 mmol), HATU and DIPEA (0.313 mL, 1.895 mmol) in DMF (6 mL) was stirred at rt for 15 min. 2,4-difluoro-5-nitroaniline 71 (165 mg, 0.948 mmol) was added and stirred overnight at 60° C. Citric acid solution (3%) was added and extracted with EtOAc. Organic layer was washed twice water, brine, dried and evaporated. Purification by chromatography (20% EtOAc in heptane) gave 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide 72 (157 mg, 48%). (m/z)=346 (M+H)+.

WORKUP

后处理

  1. extractionextracted with EtOAc
  2. washOrganic layer was washed twice water, brine
  3. customdried
  4. customevaporated
  5. customPurification by chromatography (20% EtOAc in heptane)