Acetyl chloride → 5-[8-(4-Acetylpiperazin-1-yl)-9-isobutyl-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-amine

Triethylamine (143 μl) and acetyl chloride (50 μl 0.72 mmol) were added to 5-(9-isobutyl-6-morpholin-4-yl-8-piperazin-1-yl-9H-purin-2-yl)pyrimidin-2-amine (2 ml of solution of 100 mg of this compound in 1 ml of N-methylpyrrolidone) and the resulting mixture was stirred for 1 hour. The resulting mixture was partitioned with ethyl acetate and water and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, the residue was dissolved in methanol (2 ml) followed by the addition of 25% sodium methoxide-methanol solution (1 ml), and the resulting mixture was stirred for 3 hours. The reaction mixture was partitioned with ethyl acetate and water, the organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. Dimethyl sulfoxide (3 ml) was added to the residue, then the resulting mixture was partitioned with ethyl acetate and water, the organic layer was similarly dried, and then the solvent was evaporated to give the title compound (150 mg, 61%) as a pale yellow solid.

1. customThe resulting mixture was partitioned with ethyl acetate and water
2. dry with materialthe organic layer was dried over magnesium sulfate
3. customThe solvent was evaporated under reduced pressure
4. dissolutionthe residue was dissolved in methanol (2 ml)
5. additionfollowed by the addition of 25% sodium methoxide-methanol solution (1 ml)
6. stirringthe resulting mixture was stirred for 3 hours
7. customThe reaction mixture was partitioned with ethyl acetate and water
8. dry with materialthe organic layer was dried over magnesium sulfate
9. customthe solvent was evaporated under reduced pressure
10. additionDimethyl sulfoxide (3 ml) was added to the residue
11. customthe resulting mixture was partitioned with ethyl acetate and water
12. customthe organic layer was similarly dried
13. customthe solvent was evaporated

ORD 기록

ord-f2dc74035e5a4594870d687e050f4009

출처 데이터셋

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08097622B2