HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(7-Amino-3-(6-phenylpyridin-3-yl)-5-(1-(pyridin-3-ylmethyl)piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Bromomethyl)pyridine | HCID 245934 | — |
| Reactant | 1-(7-Amino-3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone | HCID 66737988 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(7-Amino-3-(6-phenylpyridin-3-yl)-5-(1-(pyridin-3-ylmethyl)piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone | HCID 67494191 | — |
Reaction Steps
A mixture of 1-(7-amino-3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone (0.049 mmol, 20 mg), 3-(bromomethyl)pyridine (0.049 mmol, 12 mg) and DIEA (0.29 mmol, 37 mg) in THF (2 mL) was stirred at room temperature overnight. Concentration and purification by prep-LC afforded 1-(7-amino-3-(6-phenylpyridin-3-yl)-5-(1-(pyridin-3-ylmethyl)piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone: LCMS tR=2.71 Min (10 min run, UV254nm). Mass calculated for, M+ 503.24, observed LC/MS m/z 503.99 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08591943B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-4f549908f44b406d9485c2cfbcec7ee5 |
| Source note | uspto-grants-2013_11 |