HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzo-1,3-dioxole-5-methylamine → N5-(1,3-benzodioxol-5-ylmethyl)-N2,3-dibenzyloxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzo-1,3-dioxole-5-methylamine | HCID 75799 | — |
| Reactant | N2,3-bis(benzyloxy)-N5-(4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide | HCID 44540937 | — |
| Reactant | N,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamide | HCID 86655922 | — |
| Product | N5-(1,3-benzodioxol-5-ylmethyl)-N2,3-dibenzyloxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide | HCID 71589574 | 62% |
Reaction Steps
Piperonylamine (0.035 g, 0.288 mmol, 2 eq) and N,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamide (0.056 g, 0.144 mmol, 1 eq), compound 1c of example 1, were heated neat at 70° C. for 30 min. The crude product was purified by silica gel (30% ethyl acetate) yielding 0.048 g of N5-(benzo[d][1,3]dioxol-5-ylmethyl)-N2,3-bis(benzyloxy)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (62% yield) as a white solid; MS-ESI m/z 542 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742123B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-f0ad9ab260ea449f84fabff119eed731 |
| Source note | uspto-grants-2014_06 |