HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 86656657, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | N-Boc-N-methylethylenediamine | HCID 2756424 | — |
| Reactant | 3,5-Diamino-6-chloro-pyrazine acid | HCID 6452119 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86656657 | HCID 86656657 | — |
Reaction Steps
A solution of 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (3.85 g, 20.5 mmol) in DMF (90 mL) is treated with CDI (6.64 g, 41 mmol) and stirred at RT for 1 h. To this mixture is added N-(2-aminoethyl)-N-methyl carbamic acid tert-butyl ester (5.0 g, 28.6 mmol) and stirring continues at RT for 72 h. The solvent is removed in vacuo and the residue is partitioned between EtOAc (100 mL) and water (60 mL). The organic portion is separated, dried (MgSO4) and concentrated in vacuo. The resulting yellow residue is washed with diethyl ether to afford the title compound which is used in the next step without further purification. [M+H]+ 345.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236808B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-f408b040528b4845b3a622dc60d103b4 |
| Source note | uspto-grants-2012_08 |