Diethyl Ether → HCID 13237005, compound

A mixture of hexahydro-1H-azepine (5.63 ml, 50.0 mmol), diisopropylethylamine (8.73 ml, 50.0 mmol) and 1H-1,2,4-triazole-1-carboximidamide hydrochloride (6.11 g, 55 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature over the weekend. Ether (100 ml) was added to the reaction mixture and the mixture was stirred at room temperature for 10 minutes. The ether was decanted from the solid residue. The residue was stirred with ether (50 ml) at 5° C. (ice water bath) for 10 minutes and the ether layer was separated from the residue. Ether (50 ml) was added to the residue and the mixture was stirred at 5° C. The resulting solid was collected, washed with ether and dried to give the title compound as a colourless solid (6.8 g, 77%). LC/MS [M+H]+=142.

1. stirringthe mixture was stirred at room temperature for 10 minutes
2. customThe ether was decanted from the solid residue
3. stirringThe residue was stirred with ether (50 ml) at 5° C. (ice water bath) for 10 minutes
4. customthe ether layer was separated from the residue
5. additionEther (50 ml) was added to the residue
6. stirringthe mixture was stirred at 5° C
7. customThe resulting solid was collected
8. washwashed with ether
9. customdried

ORD record

ord-3a6283399b814274b0c42de9fcb1092d

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09133178B2