Hydrochloric Acid → HCID 19888975, compound

To the oxazoline from Step A (7.4 g, 28.1 mmol) in 10 ml of methylene chloride was added 10 ml of methyl iodide. After 5 days, the mixture was concentrated and then dissolved in 70 ml of methylene chloride and treated dropwise with sodium borohydride (1.28 g, 33.7 mmol) in 70 ml of ethanol. The reaction mixture was stirred overnight at RT and then poured into one liter of water and extracted twice with diethyl ether. The extracts were washed with water and then brine and dried over K2CO3 to afford the crude product. This crude product was dissolved in 95 ml of THF and then treated with 95 ml of a 2N HCl solution. The reaction mixture was then concentrated and extracted with ether. The organics were then washed with water and brine and dried over MgSO4 to afford the subtitle compound.

1. concentrationthe mixture was concentrated
2. dissolutiondissolved in 70 ml of methylene chloride
3. extractionextracted twice with diethyl ether
4. washThe extracts were washed with water
5. dry with materialbrine and dried over K2CO3
6. customto afford the crude product
7. concentrationThe reaction mixture was then concentrated
8. extractionextracted with ether
9. washThe organics were then washed with water and brine
10. dry with materialdried over MgSO4

ORD record

ord-75bf37ba989945eabb4f7b2fb7fb7976

Source dataset

uspto-grants-1992_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05130485