HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-amine → 4-(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 | Tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane | HCID 19385012 | — |
| Solvent | iPrOH DMSO | HCID 87082799 | — |
| Product | 4-(3-(1-(4,6-Dimethylpyrimidin-2-yl)piperidin-4-ylamino)-2-hydroxypropoxy)phenol | HCID 24937138 | 64% |
Reaction Steps
Synthesis followed SP6 (iPrOH:DMSO 1:1, 120° C., 35 h), using 200 μmol tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane and 1-(4,6-dimethylpyrimidin-2-yl)piperidin-4-amine to give O-silylated intermediate upon purification by prep. HPLC (reversed phase) and prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 6:4:1) with 64% yield. Product was obtained by deprotection according to SP7 and purification by prep. HPLC (reversed phase) and prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 3:7:1.5) with 10% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-ba404fe68ad4460383aef063fa45f07b |
| Source note | uspto-grants-2012_06 |