HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 25099825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | HCID 68553079 | HCID 68553079 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25099825 | HCID 25099825 | 40.6% |
Reaction Steps
A solution of 2-phenyl-pyrimidine-5-carboxylic acid piperazin-1-ylamide dihydrochloride (0.29 mmol), bromoacetonitrile (0.29 mmol) and Na2CO3 (1.46 mmol) in wet THF (8 mL) is stirred at rt overnight. The reaction mixture is filtered and the filtrate is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 1-2% methanol in DCM to afford 2-phenyl-pyrimidine-5-carboxylic acid (4-cyanomethyl-piperazin-1-yl)-amide (38 mg, 40%) as a solid. MS: 323 (M+H); 1H NMR (300 MHz, CDCl3): δ 2.60-3.30 (m, 8H), 3.55 (s, 2H), 6.63 (br, 0.5 N—H), 7.14 (br, 0.5 N—H), 7.52 (s, 3H), 8.53 (d, 2H), 9.06-9.38 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258130B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-e7abe78e033042ac94c2a64ff136cecf |
| Source note | uspto-grants-2012_09 |