HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine → Methyl 4-hydroxy-2-(2-hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine | HCID 69041562 | — |
| Reactant | Methyl 4-(methoxymethoxy)-2-(oxiran-2-ylmethoxy)benzoate | HCID 86623601 | — |
| Product | Methyl 4-hydroxy-2-(2-hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)benzoate | HCID 24937270 | 51% |
Reaction Steps
Synthesis followed SP6 (3 h), using 300 μmol methyl 4-(methoxymethoxy)-2-(oxiran-2-ylmethoxy)benzoate and 1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give MOM intermediate upon purification by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 10:6:1) with 51% yield. Product was obtained by MOM-removal according to SP8 with 32% yield upon purification by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 6:4:1) and subsequent prep. HPLC (reversed phase).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-d7709961519343ceb5f1b54d85b78754 |
| Source note | uspto-grants-2012_06 |