Iodine → HCID 57495606, compound

Temperature

0 °C

Sodium borohydride (167 mg) was added to dry THF (10 mL) under argon and cooled to 0° C. To this mixture was added 2-cyclopropylamino-3-methyl-butyric acid ethyl ester (341 mg, obtained in example 25, step A]) followed by a solution of iodine (467 mg) in THF (5 mL) that was added over a period of 30 minutes. A strong hydrogen evolution was observed. The mixture was stirred at 0° C. for 30 minutes and then heated to reflux for 12 hours. The mixture was cooled and methanol was carefully added until a clear solution was obtained. After 30 minutes, the mixture was evaporated. The residue was treated with 20% aqueous KOH solution for 4 hours. The mixture was extracted with DCM three times and the combined organic layers were dried over Na2SO4 and evaporated to give crude 2-cyclopropylamino-3-methyl-butan-1-ol as a light yellow liquid (195 mg) that was used without further purification.

1. customobtained in example 25, step A])
2. additionwas added over a period of 30 minutes
3. temperatureheated
4. temperatureto reflux for 12 hours
5. temperatureThe mixture was cooled
6. customwas obtained
7. waitAfter 30 minutes
8. customthe mixture was evaporated
9. additionThe residue was treated with 20% aqueous KOH solution for 4 hours
10. extractionThe mixture was extracted with DCM three times
11. dry with materialthe combined organic layers were dried over Na2SO4
12. customevaporated

ORD record

ord-1c40c53540d54e47b8506a40a153d121

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08129423B2