HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine → Ethyl 5-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 | Ethyl 5-(methoxymethoxy)-2-(oxiran-2-ylmethoxy)benzoate | HCID 86623600 | — |
| Product | Ethyl 5-hydroxy-2-(2-hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)benzoate | HCID 24937015 | 48% |
Reaction Steps
Synthesis followed SP6 (6 h), using 250 μmol ethyl 5-(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 (2 mm silica gel, PE/CH2Cl2/MeOH 4:6:1) with 48% 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 2:5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-4bc4010c07b5404eb69b17823446252f |
| Source note | uspto-grants-2012_06 |