HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanamine, 3,4-dichloro- → N2,3-bis(benzyloxy)-N5-(3,4-dichlorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 3,4-dichloro- | HCID 1608 | — |
| Reactant | N2,3-bis(benzyloxy)-N5-(4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide | HCID 44540937 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N2,3-bis(benzyloxy)-N5-(3,4-dichlorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide | HCID 44539697 | 37.6% |
Reaction Steps
3,4 diChloro benzylamine (0.060 g, 1.29 mmol, 2 eq) and N,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamide (0.050 g, 0.141 mmol, 1 eq) (compound 1c of example 1) were heated in DMF at 90° C. for 120 min. The crude product was purified by silica gel (100% ethyl acetate) yielding 0.03 g of N2,3-bis(benzyloxy)-N5-(3,4-dichlorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (29%) as a white solid; MS-ESI m/z 589 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742123B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-414b286eef8b49bb8035001fe43f4aa4 |
| Source note | uspto-grants-2014_06 |