HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58116981, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | (2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride | HCID 45358758 | — |
| Reactant | N-(3-Chloro-4-fluorophenyl)-5,6,7,8-tetrahydropyrido[4',3':4,5]furo[2,3-d]pyrimidin-4-amine | HCID 58116897 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58116981 | HCID 58116981 | 56.3% |
Reaction Steps
A suspension of N-(3-chloro-4-fluorophenyl)-5,6,7,8-tetrahydropyrido[4′,3′:4,5]furo[2,3-d]pyrimidin-4-amine from Example 39A (100 mg, 0.314 mmol) and (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride from Example 1A (73 mg, 0.44 mmol) in THF (2 mL) was treated with DIPEA (160 mg, 1.26 mmol) and TBTU (150 mg, 0.47 mmol). The mixture was stirred at rt overnight and then purified directly by preparative HPLC. The product crystallized upon trituration with diethyl ether to afford 76 mg (56%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524722B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-c12a4c1d4140464f89918f9c0ef9ddf9 |
| Source note | uspto-grants-2013_09 |