HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine → 3-(2-Hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine | HCID 69041562 | — |
| Reactant | 3-(Oxiran-2-ylmethoxy)phenyl benzoate | HCID 86623599 | — |
| Solvent | iPrOH DMSO | HCID 87082799 | — |
| Product | 3-(2-Hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol | HCID 24936881 | 20% |
Reaction Steps
Synthesis followed SP6 (iPrOH:DMSO 3:1, 24 h), using 150 μmol 3-(oxiran-2-ylmethoxy)phenyl benzoate and 1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine. The benzoic acid moiety was already lost during purification by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 4:6:1) and subsequent prep. HPLC (reversed phase) to give the title compound with 20% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-9eba15d297154542b6801b448c926403 |
| Source note | uspto-grants-2012_06 |