Methyl iodide → HCID 86651562, compound

Temperature

0 °C

To a round-bottomed flask equipped with a magnetic stirrer was added 2-chloro-5-(cyclopropylmethyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (745 mg, 2.53 mmol), DMSO (10 ml), iodomethane (0.189 ml, 3.03 mmol). The suspension was cooled to 0° C. and sodium 2-methylpropan-2-olate (292 mg, 3.03 mmol) was added. The reaction was removed from the ice-bath and stirred at 20° C. for 16 hours. The reaction solution was poured into water, extracted with ethyl acetate 3 times and the organic layer washed with saturated NaCl. The organic layer was collected, dried with Na2SO4, filtered and the filtrate concentrated in vacuo to furnish a light-brown solid. The solid was washed with a small amount of ethanol followed by diethyl ether to afford 2-chloro-5-(cyclopropylmethyl)-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (641 mg, 2.228 mmol, 82% yield) as white solid. MS [M+H] found 309.

1. customTo a round-bottomed flask equipped with a magnetic stirrer
2. customThe reaction was removed from the ice-bath
3. additionThe reaction solution was poured into water
4. extractionextracted with ethyl acetate 3 times
5. washthe organic layer washed with saturated NaCl
6. customThe organic layer was collected
7. dry with materialdried with Na2SO4
8. filtrationfiltered
9. concentrationthe filtrate concentrated in vacuo
10. customto furnish a light-brown solid
11. washThe solid was washed with a small amount of ethanol

ORD record

ord-98fc666ba323458489d79fb0b746217d

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08268819B2