반응 #474634

반응 방정식

K2CO3

potassium bis(trimethylsilyl)amide

4-[5-(4-trifluoromethoxy-phenyl)-4H[1,2,4]triazol-3-ylamino]-phenol

4-chloro-2-pyridine-carboxamide

→

TFA

수율 27.1%

4-{4-[5-(4-trifluoromethoxy-phenyl)-4H-[1,2,4]triazol-3-ylamino]-phenoxy}-pyridine-2-carboxylic acid methylamide trifluoroacetic acid salt

수율 27.1%

용매

MeOH

DMF

반응 조건

후처리

1. 1
   기타Then the vial was capped
2. 2
   기타microwaved at 150° C. for 30 min
3. 3
   여과filtered through 0.22 um syringe
4. 4
   여과filter
5. 5
   기타purified by reverse-phase preparative HPLC in acetonitrile/water system with 0.01% TFA

실험 절차

4-[5-(4-trifluoromethoxy-phenyl)-4H[1,2,4]triazol-3-ylamino]-phenol (134.5 mg, 0.4 mmol) was dissolved in 2 mL of anhydrous DMF in a 5 mL microwave vial (Personal Chemistry). Solid potassium bis(trimethylsilyl)amide (120.0 mg, 0.6 mmol) was added and the reaction mixture was stirred with heating at 80° C. for 15 min, then 4-chloro-2-pyridine-carboxamide (68.2 mg, 0.4 mmol) was added, followed by anhydrous K2CO3 (62.0 mg, 0.44 mmol). Then the vial was capped and microwaved at 150° C. for 30 min. Then the reaction mixture was diluted with ca. 1 mL of MeOH, filtered through 0.22 um syringe filter and purified by reverse-phase preparative HPLC in acetonitrile/water system with 0.01% TFA. The product was isolated as a TFA salt (31.7 mg of white solid).

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