HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-amine → 3-(3-(1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-ylamino)-2-hydroxypropoxy)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-amine | HCID 4778289 | — |
| Reactant | 2-Hydroxy-7-pyrimidin-5-yl-cyclohepta-2,4,6-trien-1-one | HCID 10750517 | — |
| Reactant | 3-(Oxiran-2-ylmethoxy)phenyl benzoate | HCID 86623599 | — |
| Solvent | iPrOH DMSO | HCID 87082799 | — |
| Product | 3-(3-(1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-ylamino)-2-hydroxypropoxy)phenol | HCID 59819896 | 14% |
Reaction Steps
Synthesis followed SP6 (iPrOH:DMSO 1:1, 120° C., 24 h), using 200 μmol 3-(oxiran-2-ylmethoxy)phenyl benzoate and 1-(4,6-dimethylpyrimidin-2-yl)piperidin-4-amine to give O-benzoylated intermediate, which was directly treated according to SP10. Title product was obtained by purification by prep. HPLC (reversed phase) and prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 4:6:1) with 14% yield (LCMS: detected [M+1]=373.2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-e835f9dbf68246c9b430c80fe043c6cb |
| Source note | uspto-grants-2012_06 |