Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | HCID 57714136 | HCID 57714136 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 44450361 | HCID 44450361 | 861.5% |
Reaction Steps
(2-Chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-(4-iodo-benzyl)-amine (10.0 g, 24.0 mmoles) and sodium cyanide (5.6 g, 0.12 moles) are dissolved in 40 ml of DMSO and 1,4-diaza bicyclo[2,2,2]octane (0.27 g, 2.4 mmoles) is added at rt. The mixture is stirred at 75° C. for 21 h. 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 8.4 g of desired 4-[(2,2-dimethyl-propyl)-(4-iodo-benzyl)-amino]-pyrimidine-2-carbonitrile in 86% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07820818B2 |
|---|
| Source dataset | uspto-grants-2010_10 |
|---|
| ORD ID | ord-0f5cc0aa302b40e18fb59753a183ab10 |
|---|
| Source note | uspto-grants-2010_10 |
|---|