HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 118598676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 118598750 | HCID 118598750 | — |
| Reactant | HCID 118598928 | HCID 118598928 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118598676 | HCID 118598676 | — |
Reaction Steps
To a solution of 4-methoxy-6-(4-methoxybenzyl)-5,6-dihydro-7H-pyrrolo[3,4-b]pyridin-7-one (2, 1.0 mmol, 1 eq) in tetrahydrofuran (25 mL) add sodium hydride (2.5 mmol, 2.5 eq) at 0° C. Stir the mixture for 20 min and then add 1,5-dibromo pentane (3, 1.5 mmol, 1.5 eq) and stir for 8 h. After completion quench the mixture with water at 0° C. and add ethyl acetate. Separate the layer and remove the solvent to get crude. Purify the crude by silica gel column chromatography to afford 4′-methoxy-6′-(4-methoxybenzyl)spiro[cyclohexane-1,5′-pyrrolo[3,4-b]pyridin]-7′(6′H)-one (4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382248B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-df9a2d82b7ae4c5d9903431409801238 |
| Source note | uspto-grants-2016_07 |