Ethanol → HCID 178419517, compound

11.60 mL (34.90 mmol) of cyanogen bromide dissolved in dichloromethane are added portionwise to a solution, cooled to 4° C., of 4.50 g (31.70 mmol) of (S)-3,3,3-trifluoro-2-methylpropane-1,2-diamine in 20 mL of acetonitrile, while maintaining the temperature between 5 and 10° C. At the end of the addition, the reaction mixture is left at 5° C. for 30 minutes. The mixture obtained is then stirred at room temperature overnight. The resulting mixture is then concentrated under vacuum. The residue obtained is taken up twice with ethanol and then twice with toluene, and evaporated to dryness each time. The solid obtained is triturated with ethyl ether and then filtered off to give 4.50 g of (S)-4-methyl-4-trifluoromethyl-4,5-dihydro-1H-imidazol-2-ylamine hydrobromide in the form of a white solid, the characteristics of which are as follows:

1. additionare added portionwise to a solution
2. temperaturewhile maintaining the temperature between 5 and 10° C
3. additionAt the end of the addition
4. customThe mixture obtained
5. concentrationThe resulting mixture is then concentrated under vacuum
6. customThe residue obtained
7. customtwice with toluene, and evaporated to dryness each time
8. customThe solid obtained
9. customis triturated with ethyl ether
10. filtrationfiltered off

ORD record

ord-101d3024cb0a45089a4a268c4a6dbfc9

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09321790B2