HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57714129, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,4-Bis(bromomethyl)benzene | HCID 69335 | — |
| Reactant | HCID 57714127 | HCID 57714127 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57714129 | HCID 57714129 | 24% |
Reaction Steps
(2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine (2.0 g, 10.0 mmoles) and 1,4-bis-bromomethyl-benzene (4.0 g, 15.0 mmoles) are dissolved in 50 ml of DMF and NaH (0.8 g, 21.0 mmoles, 60% oil suspension) is added at 0° C. The mixture is stirred at rt for overnight. Water is added and the organic layer is extracted with AcOEt, washed with brine, dried over magnesium sulfate and concentrated. The crude product is purified by silica gel column chromatography to give 0.9 g of desired (4-bromomethyl-benzyl)-(2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine in 24% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820818B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-2dfa2e7770b94a5daeb68db64b34a58a |
| Source note | uspto-grants-2010_10 |