تفاعل #603395

معادلة التفاعل

Methyl N-[(10R,14S)-14-{[3-(3-chloro-2,6-difluorophenyl)-3-hydroxypropyl]amino}-10-methyl-9-oxo-16-{[2-(trimethylsilyl)ethoxy]methyl}-8,16,18-triazatricyclo[13.2.1.02,7]octadeca-1(17),2,4,6,15(18)-pentaen-5-yl]carbamate

K2CO3

→

desired product

Methyl N-[(10R,14S)-14-[(6R)-6-(3-chloro-2,6-difluorophenyl)-2-oxo-1,3-oxazinan-3-yl]-10-methyl-9-oxo-8,16,18-triazatricyclo[13.2.1.02,7]octadeca-1(17),2,4,6,15 (18)-pentaen-5-yl]carbamate

المذيبات

ACN

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled
2. 2
   ترشيحfiltered off the solids
3. 3
   تركيزThe organic layer is concentrated
4. 4
   workup.DISSOLUTIONdissolved in MeOH
5. 5
   أخرىpurified by reverse phase HPLC

الإجراء التجريبي

Methyl N-[(10R,14S)-14-{[3-(3-chloro-2,6-difluorophenyl)-3-hydroxypropyl]amino}-10-methyl-9-oxo-16-{[2-(trimethylsilyl)ethoxy]methyl}-8,16,18-triazatricyclo[13.2.1.02,7]octadeca-1(17),2,4,6,15(18)-pentaen-5-yl]carbamate: A solution of 10F (30 mg, 0.062 mmol), Intermediate 2 (36 mg, 0.108 mmol) and K2CO3 (34.0 mg, 0.246 mmol) in ACN (1 mL) was sealed and heated at 75° C. for 24 h in a 1 dram vial. The reaction mixture was cooled and filtered off the solids. The organic layer is concentrated, dissolved in MeOH and purified by reverse phase HPLC to isolate the desired product as a white solid. The solid was dissolved in MeOH, passed through HCO3 resin cartridge and concentrated to get the desired product (26 mg, 61%, free base) as a white solid. MS (ESI) m/z: 692.2 (M+H)+.

المصدر