HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane → 4-(2-Hydroxy-3-(1-(5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane | HCID 19385012 | — |
| Reactant | 1-(5-(2-Thienyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine | HCID 69039800 | — |
| Product | 4-(2-Hydroxy-3-(1-(5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol | HCID 24936492 | 27% |
Reaction Steps
Synthesis followed SP6 (5 h), using 150 μmol tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane and 1-(5-(2-thienyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give O-silylated intermediate upon purification by prep. HPLC (reversed phase) and prep. TLC (1 mm silica gel, CH2Cl2MeOH 95:5) with 27% yield. Product was obtained by deprotection according to SP7 and purification by prep. HPLC (reversed phase) with 27% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-2c31f8bb0fd148ef82fd4ffc206057a9 |
| Source note | uspto-grants-2012_06 |