HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282407Generated: November 1, 2026
Ammonia → [(R)-1-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-pyrrolidin-2-yl]-methanol
https://huagongshe.com/reaction/2282407
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Prolinol, (R)- | HCID 2724541 | — |
| Reactant | 3-Chloro-6-fluoro-[1,2,4]triazolo[4,3-a]pyridine | HCID 55267540 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | [(R)-1-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-pyrrolidin-2-yl]-methanol | HCID 86686997 | 53.5% |
Reaction Steps
A mixture of Intermediate 24b (300 mg, 1.74 mmol) and (R)-(−)-2-(hydroxymethyl)-pyrrolidine (704 mg, 9.96 mmol) in NMP (6 mL) was heated in the microwave at 160° C. for 2 h. The reaction mixture was applied to an SCX-2 cartridge (75 g) and washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave a residue. FCC, using 0-10% [2M NH3 in MeOH] in DCM, gave the title compound (220 mg, 53%). LCMS (Method 4): Rt 1.50, m/z 237 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09139584B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-28f3786eb4f944be80d53934a46f69c4 |
|---|
| Source note | uspto-grants-2015_09 |
|---|