تفاعل #2154415

معادلة التفاعل

MeOH

compound 429

(5-Amino-2-methyl-phenyl)-[2-chloro-4-(4-fluoro-phenylamino)-phenyl]-methanone

EtOAc NaHCO3

trifluoromethansulfonic azide

→

title compound

(5-Azido-2-methyl-phenyl)-[2-chloro-4-(4-fluoro-phenylamino)-phenyl]-methanone

المذيبات

H2O

DCM

ظروف التفاعل

المعالجة

1. 1
   غسيلThe organic phase was washed with water, brine
2. 2
   ترشيحfiltered
3. 3
   تركيزconcentrated in vacuo
4. 4
   أخرىto give the crude product
5. 5
   أخرىThe crude product was purified by continuous gradient flash chromatography

الإجراء التجريبي

To a suspension of compound 429 (1.00 g, 2.82 mmol) in DCM (5.0 mL) was added a solution of copper(II) sulphate pentahydrate (35.2 mg, 0.14 mmol) in H2O (4.0 mL), and TEA (1.18 mL, 8.45 mmol). The crude trifluoromethansulfonic azide was added slowly under stirring to the reaction mixture followed by by MeOH (5 mL). After 18 h at RT the reaction mixture was poured into a mixture of EtOAc/NaHCO3(aq.). The organic phase was washed with water, brine, filtered and concentrated in vacuo to give the crude product. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 25:75 as the eluent to afford the title compound as yellow solid.

المصدر