HRID634136

反应详情

EQUATION

反应方程式

HRID 634136 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

4

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

A glass microwave reaction vessel was charged with 5-(3-iodo-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (543 mg, 0.881 mmol) and N-cyclopropyl-6-(trimethylstannyl)pyrazin-2-amine (350 mg, 1.175 mmol) in DMF (3 mL) followed by copper(i) iodide (223 mg, 1.175 mmol) and Pd(PPh3)4 (67.9 mg, 0.059 mmol). The reaction was stirred and heated in a Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 100° C. for 1 h, then diluted with DCM and washed with H2O. The organic layer was dried, filtered and concentrated. The residue was purified with silica gel chromatography (eluting with 20-60% EtOAc in Hex) to give 5-(3-(6-(cyclopropylamino)pyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (130 mg, 0.208 mmol, 17.74% for two steps). MS (ESI, pos. ion) m/z: 624 (M+1).

WORKUP

后处理

  1. customA glass microwave reaction vessel
  2. washwashed with H2O
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified with silica gel chromatography (eluting with 20-60% EtOAc in Hex)