Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 4-(Chloromethyl)benzoyl chloride | HCID 70136 | — |
| Reactant | 2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amine | HCID 3513851 | — |
| Reactant | HCID 22272887 | HCID 22272887 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66691742 | HCID 66691742 | 58.9% |
Reaction Steps
A mixture of tert-butyl 4-(5-amino-2-chloro-4-nitrophenyl)piperazine-1-carboxylate (100 mg, 0.280 mmol), 4-(chloromethyl)benzoyl chloride (106 mg, 0.561 mmol), BEMP (154 mg, 0.561 mmol), and DMAP (34 mg, 0.28 mmol) in acetonitrile (2 mL) was heated overnight at 80° C. Cooled down, treated with 0.5 ml of dimethylamine in water (40%) for 2 h. HPLC purification gave tert-butyl 4-(2-chloro-5-(4-((dimethylamino)methyl)benzamido)-4-nitrophenyl)piperazine-1-carboxylate (94 mg, 0.165 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08362004B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-f5494afa2fcc4444ad524a727fca3674 |
|---|
| Source note | uspto-grants-2013_01 |
|---|
