Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | HCID 57714113 | HCID 57714113 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 44450349 | HCID 44450349 | 69,167.102% |
Reaction Steps
(2-Chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-(4-[1,2,4]triazol-1-ylmethyl-benzyl)-amine (160 mg, 0.43 mmoles) and sodium cyanide (0.1 g, 2.2 mmoles) are dissolved in 5 ml of DMSO and 1,4-diaza bicyclo[2,2,2]octane (23 mg, 0.2 mmoles) is added at rt. The mixture is stirred at rt for 5 h at 70° C. 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 50 g of desired 4-[(2,2-dimethyl-propyl)-(4-[1,2,4]triazol-1-ylmethyl-benzyl)-amino]-pyrimidine-2-carbonitrile in 32% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07820818B2 |
|---|
| Source dataset | uspto-grants-2010_10 |
|---|
| ORD ID | ord-65eab8986d4447b1a3865c69c9f2fa3b |
|---|
| Source note | uspto-grants-2010_10 |
|---|