Ammonia → HCID 12526834, compound

Temperature

70 °C

The product mixture obtained in a) above was dissolved in THF (ca 100 mL) and a large excess of concentrated ammonia and ethanol was added to give a homogeneous system. TLC analysis after 4 hours showed only starting materials. A slight increase in temperature gave scarce improvement and the mixture was finally heated to 70° C. in a sealed vessel for 20 hours. TLC analysis showed absence of starting materials and NMR analysis showed a complex mixture of products. The solvents were evaporated and dichloromethane (150 mL) was added to give a precipitate. The mixture was filtered and the solid, about 3.8 g, and filtrate was analysed with TLC and NMR. Analyses showed mixtures of products but with, possibly, expected product in the solid phase. A sample of the solid (1.04 g) was purified by silica gel chromatography (200 mL) using dichloromethane/methanol/concentrated ammonia (90+10+1) as eluant. Evaporation of pure fractions gave 0.62 g of the sub-titled compound.

1. customThe product mixture obtained in a)
2. customto give a homogeneous system
3. temperatureA slight increase in temperature
4. customgave scarce improvement
5. additiona complex mixture of products
6. customThe solvents were evaporated
7. additiondichloromethane (150 mL) was added
8. customto give a precipitate
9. filtrationThe mixture was filtered
10. customA sample of the solid (1.04 g) was purified by silica gel chromatography (200 mL)
11. customEvaporation of pure fractions

ORD record

ord-2dc1f32c8dab4c839c5a673e8774966c

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662845B2