Hydrogen Bromide → HCID 63384188, compound

Temperature

0 °C

To 5-(Tetrahydro-furan-2-yl)-[1,3,4]thiadiazol-2-ylamine (0.5 g, 2.9 mmol) was added 48% HBr (7 ml) and H2O (7 ml). The reaction mixture was cooled to 0° C. using an icebath. Cu(I)Br (0.42 g, 2.9 mmol) was added, followed by a the dropwise addition of solution of NaNO2 (0.48 g, 10 mmol) in H2O (18 ml). The reaction mixture was stirred for a further 10 mins at 0° C. then allowed to warm up to room temperature over a 35 min period. A solution of saturated bicarbonated was added to the reaction mixture until the pH=6, then extracted with EtOAc, dried (MgSO4), filtered and the solvent removed in vacuo to afford the product (0.5 g, 2.1 mmol). MS: [M+H]+235, 237.

1. temperatureto warm up to room temperature over a 35 min period
2. additionA solution of saturated bicarbonated was added to the reaction mixture until the pH=6
3. extractionextracted with EtOAc
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customthe solvent removed in vacuo

ORD record

ord-d0f0ef69494245f98bbd13a79987427b

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08796244B2