HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57556191, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67090634 | HCID 67090634 | — |
| Reactant | HCID 178508725 | HCID 178508725 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57556191 | HCID 57556191 | — |
Reaction Steps
Prepared according to Procedure I using (2-(2-fluorophenyl)-8-methylquinolin-3-yl)methanamine (0.200 g, 0.7 mmol), NaH (0.031 g, 60% in oil, 0.77 mmol, 1.1 eq) and 3-iodo-1H-pyrazolo{3,4-d}pyrimidin-4-amine (0.201 g, 0.77 mmol, 1.1 eq) in DMF. 1-((2-(2-fluorophenyl)-8-methylquinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine [PI3Kδ IC50=4 nM] was obtained after purification as a white solid. 1H NMR (500 MHz, DMSO-d6) δ ppm 8.09 (1 H, s), 8.00 (1 H, s), 7.96 (1 H, s), 7.80 (1 H, d, J=7.9 Hz), 7.63 (1 H, d, J=7.3 Hz), 7.46-7.53 (1 H, m), 7.30 (1 H, dt), 7.08 (1 H, dd, J=7.6, 1.5 Hz), 7.02 (1 H, d, J=7.9 Hz), 6.91 (1 H, t, J=7.3 Hz), 5.46-5.54 (2 H, m), 2.90 (3 H, s) Mass Spectrum (ESI) m/e=511.0 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919498B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-1b63664694fb4641be120741cbdd6c41 |
| Source note | uspto-grants-2011_04 |