HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524151Generated: November 2, 2026
Thionyl Chloride → 5-(6'-(Chloromethyl)-3-fluorobiphenyl-4-yl)pyrazin-2-amine
https://huagongshe.com/reaction/1524151
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (4'-(5-Aminopyrazin-2-yl)-5'-fluorobiphenyl-2-yl)methanol | HCID 90313341 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(6'-(Chloromethyl)-3-fluorobiphenyl-4-yl)pyrazin-2-amine | HCID 90312944 | 98% |
Reaction Steps
A mixture of (4′-(5-aminopyrazin-2-yl)-3′-fluoro-[1,1′-biphenyl]-2-yl)methanol (1.8 g, 6.1 mmol) and SOCl2 (6 mL) in DCM (20 mL) was stirred at 70° C. for 4 h. The reaction mixture was cooled to rt and concentrated to dryness to give the title compound (1.86 g, 98%). 1H NMR (300 MHz, DMSO-d6) δ 8.40 (s, 1H), 8.04 (s, 1H), 7.96 (m, 1H), 7.66-7.57 (m, 1H), 7.51-7.42 (m, 2H), 7.40-7.30 (m, 3H), 6.89-6.62 (m, 2H), 4.73 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09079866B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-f7a0bda6fb7e456c9bf2ffce774aa3f2 |
|---|
| Source note | uspto-grants-2015_07 |
|---|