HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(3-(Hydroxymethyl)phenoxy)-3-(1-(2-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (3-(Oxiran-2-ylmethoxy)phenyl)methanol | HCID 19385010 | — |
| Reactant | 1-(2-Methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine hcl-salt | HCID 131729787 | — |
| Solvent | iPrOH DMSO | HCID 87082799 | — |
| Product | 1-(3-(Hydroxymethyl)phenoxy)-3-(1-(2-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propan-2-ol | HCID 24937266 | 20% |
Reaction Steps
Synthesis followed SP6 (iPrOH:DMSO 1:1, 1.2 eq. DIEA, 120° C., 90 h), using 150 μmol (3-(oxiran-2-ylmethoxy)phenyl)methanol and 1-(2-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine HCl-salt to give the title compound with 20% 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-e2e09774125c4e959966fcd5b9be5075 |
| Source note | uspto-grants-2012_06 |