HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86687067, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (3S)-Piperidin-3-ol--hydrogen chloride (1/1) | HCID 16211918 | — |
| Reactant | 3-Chloro-6-fluoro-[1,2,4]triazolo[4,3-a]pyridine | HCID 55267540 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86687067 | HCID 86687067 | 38% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
A mixture of Intermediate 24b (394 mg, 2.30 mmol), (S)-3-hydroxypiperidine hydrochloride (1.00 g, 7.27 mmol) and DIPEA (1.27 mL, 7.30 mmol) in DMA (8 mL) was heated in the microwave at 170-180° C. for 9.5 h. The cooled mixture was concentrated in vacuo and applied to an SCX-2 cartridge (70 g), washing with methanol then eluting basic components with 0.4-2 M ammonia in methanol. Product containing fractions were combined and concentrated in vacuo. The residue was purified by FCC, using 0-20% MeOH in DCM, to give the title compound as a pale brown solid (204 mg, 38%). LCMS (Method 3): Rt 2.02 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-fc3cee5646f54168a028084f5c1f0d26 |
| Source note | uspto-grants-2014_12 |