反应详情

To a solution of 3-amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid (Intermediate 2) (300 mg, 1.049 mmol) in dry DCM (10 ml) was added NEt3 (0.322 ml, 2.308 mmol) followed by methyl 5-amino-1H-1,2,4-triazole-3-carboxylate (149 mg, 1.049 mmol). After stirring at RT for 5 minutes the reaction mixture was treated with PyBOP (546 mg, 1.049 mmol) and stirred for 3 hours. The mixture was partitioned between DCM (20 ml) and water (20 ml), shaken and separated. The organic portion was washed with water (20 ml), dried over MgSO4, filtered and concentrated in vacuo to give an orange oil. Purification of the crude residue by chromatography on silica eluting with 0-100% EtOAc in iso-hexane, followed by 0-35% MeOH in EtOAc afforded a yellow oil. Trituration of the oil with EtOAc/iso-hexane followed by MeCN/water afforded the title compound as a yellow solid.

1. stirringstirred for 3 hours
2. customThe mixture was partitioned between DCM (20 ml) and water (20 ml)
3. stirringshaken
4. customseparated
5. washThe organic portion was washed with water (20 ml)
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customto give an orange oil
10. customPurification of the crude residue by chromatography on silica eluting with 0-100% EtOAc in iso-hexane
11. customafforded a yellow oil