HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68157672, compound → HCID 68157272, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68157672 | HCID 68157672 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 68157272 | HCID 68157272 | 100.4% |
Reaction Steps
A solution of {(S)-1-[1-(3,5-difluorophenyl)-6-fluoro-1H-benzoimidazol-2-yl]ethyl}carbamic acid tert-butyl ester (668 mg, 1.7 mmol) in TFA (4 mL) and DCM (12 mL) was stirred for 1 h at RT. The reaction solution was loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH, followed by 2M NH3/MeOH. The basic fractions were combined and concentrated in vacuo to afford the title compound as a pale yellow oil (497 mg, 99%). Marfey's test: 97% de. LCMS (Method C): RT 1.96 min [M+H]+ 292. 1H NMR (CDCl3, 400 MHz): δ 7.70 (1H, dd, J=9.0, 5.0 Hz), 7.08-7.00 (2H, m), 6.97-6.93 (2H, m), 6.80 (1H, dd, J=8.0, 2.5 Hz), 6.19 (2H, bs), 4.51 (1H, q, 7.0 Hz), 1.55 (3H, d, J=7.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-1c2973dcb0a9402b9da9d88943ab3799 |
| Source note | uspto-grants-2014_02 |