تفاعل #42614

معادلة التفاعل

iodomethane

ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

potassium carbonate

iodomethane

→

ethyl 2-[methyl(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   أخرىThe N2 line was removed
3. 3
   workup.WAITThe reaction was left at ambient temperature overnight
4. 4
   أخرىThe reaction was quenched with (5 ml) 1N HCl
5. 5
   استخلاصwas extracted with dichloromethane
6. 6
   غسيلThe organic layer was washed with water
7. 7
   أخرىevaporated to dryness
8. 8
   أخرىThe resulting oil was purified by preparative HPLC

الإجراء التجريبي

To a 25 ml round bottom flask under N2 was added (101.8mg, 0.4346 mmoles) ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate, (180.2 mg, 1.3038 mmoles, 3.0 eq.) potassium carbonate, and (5 ml) acetonitrile. The mixture was then agitated at ambient temperature while (33.8 μl, 0.5429 mmoles, 1.25 eq.) iodomethane was added. The reaction was allowed to run at ambient temperature for 3 hours. An electrospray mass spec indicated mostly starting material. The N2 line was removed and an additional (40 μl, 0.6425 mmoles, 1.5 eq.) iodomethane were added. The reaction was left at ambient temperature overnight. The reaction was quenched with (5 ml) 1N HCl and was extracted with dichloromethane. The organic layer was washed with water and then evaporated to dryness. The resulting oil was purified by preparative HPLC, yielding (70 mg) of ethyl 2-[methyl(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate.

المصدر