Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | L-Prolinol | HCID 640091 | — |
| 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 | HCID 86687002 | HCID 86687002 | 51.1% |
Reaction Steps
A mixture of Intermediate 24b (300 mg, 1.74 mmol) and L-prolinol (704 mg, 9.96 mmol) in NMP (4 mL) was heated in the microwave at 160° C. for 2 h. The reaction mixture was applied to an SCX-2 cartridge (70 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 (210 mg, 50%). LCMS (Method 4): Rt 1.50 min, m/z 237 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08907094B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-7b0579af3dc1445988b4dd4d4fc6462a |
|---|
| Source note | uspto-grants-2014_12 |
|---|
