HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-{[4-(Hydroxymethyl)phenoxy]methyl}oxirane → 1-(1-(5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)-3-(4-(hydroxymethyl)phenoxy)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-{[4-(Hydroxymethyl)phenoxy]methyl}oxirane | HCID 24823706 | — |
| Reactant | 1-(5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine | HCID 69040995 | — |
| Solvent | iPrOH DMSO | HCID 87082799 | — |
| Product | 1-(1-(5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)-3-(4-(hydroxymethyl)phenoxy)propan-2-ol | HCID 59819898 | 29% |
Reaction Steps
Synthesis followed SP6 (iPrOH:DMSO 1:1, 12 h), using 150 μmol (4-(oxiran-2-ylmethoxy)phenyl)methanol and 1-(5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give the title compound with 29% yield upon purification by prep. HPLC (reversed phase) and subsequent by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 4:6:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-8f1e6ae0eb6e466895fd1f39a2c6d738 |
| Source note | uspto-grants-2012_06 |