HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(5-Phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine → (R)-4-(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 | (R)-2-((4-(methoxymethoxy)phenoxy)methyl)oxirane | HCID 86623598 | — |
| Product | (R)-4-(2-hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol | HCID 25001235 | 57% |
Reaction Steps
Synthesis followed SP6 (4 h), using 250 μmol (R)-2-((4-(methoxymethoxy)phenoxy)methyl)oxirane and 1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give O-MOM intermediate upon purification by prep. TLC (2 mm silica gel, PE/CH2Cl2/MeOH 4:6:1) with 57% yield. Product was obtained by MOM removal according to SP8 (1.5 eq. TosOH, 10 h) and purification by prep. TLC (1 mm silica gel, CH2Cl2/MeOH 90:10) with 55% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207174B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-49cd62d50f9e4ea5a7e04bd296c2b218 |
| Source note | uspto-grants-2012_06 |