HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Diphenylethylamine → (1-{(1S,4R)-4-[2-Chloro-6-(2,2-diphenylethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Diphenylethylamine | HCID 77575 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | {1-[(1S,4R)-4-(2,6-Dichloro-purin-9-yl)cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol | HCID 86637576 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-{(1S,4R)-4-[2-Chloro-6-(2,2-diphenylethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol | HCID 86645704 | — |
Reaction Steps
A mixture comprising {1-[(1S,4R)-4-(2,6-dichloro purin-9-yl)-cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol (0.675 g, 1.92 mmol), diphenylethylamine (0.398 g, 2.02 mmol) and DIPEA (0.298 g, 2.31 mmol) in dry THF (20 mL) is stirred at 35 C for 3 days. The solvent is removed in vacuo and the resulting crude residue is partitioned between DCM and 0.1 M HCl. The organic portion is separated, washed with water, brine, dried (MgSO4) and concentrated in vacuo to afford the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071565B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0905fb1ade4b4b02a95975cfbb8e738e |
| Source note | uspto-grants-2011_12 |