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HRID639709

反应详情

EQUATION

反应方程式

HRID 639709 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：[C-]#[N+]CS(=O)(=O)c1ccc(C)cc1
HCID161915

Tosylmethyl isocyanide

C9H9NO2S

结构：CCOC(=O)N(Cc1ccc(C)nc1)c1cc(C=O)nc(N)c1[N+](=O)[O-]
HCID86614493

未命名化合物

PRODUCTS

生成物

1
结构：CCOC(=O)N(Cc1ccc(C)nc1)c1cc(-c2cnco2)nc(N)c1[N+](=O)[O-]
HCID68699541

未命名化合物

收率 64.1%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

(2-Amino-6-formyl-3-nitro-pyridin-4-yl)-(6-methyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester (190 mgs/0.529 mmols) was dissolved in MeOH (5 mls). Added (4-tolylsulphonyl)methylisocyanide (124 mgs/0.634 mmols) followed by anhydrous potassium carbonate (200 mgs/1.45 mmols). Stirred under N2 for 1 hr then concentrated in vacuo. Partitioned between EtOAc (100 mls) and H2O (50 mls). Organic collected, washed with brine, dried over Na2SO4, filtered and concentrated to a black resin. Purification by column chromatography eluting with 90:10 DCM/MeOH gave the title compound (135 mgs) as a crude brown solid.

WORKUP

后处理

  1. concentrationthen concentrated in vacuo
  2. customPartitioned between EtOAc (100 mls) and H2O (50 mls)
  3. washOrganic collected, washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to a black resin
  7. customPurification by column chromatography
  8. washeluting with 90:10 DCM/MeOH