HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039640Generated: November 2, 2026
Dimethylformamide → N-((R)-5-bromoindan-2-yl)-5-[(S)-1-(tetrahydrofuran-2-yl)methoxy]pyridine-2-carboxamide
https://huagongshe.com/reaction/1039640
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonate | HCID 18649743 | — |
| Reactant | N-((R)-5-Bromoindan-2-yl)-5-hydroxypyridine-2-carboxamide | HCID 66679915 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-((R)-5-bromoindan-2-yl)-5-[(S)-1-(tetrahydrofuran-2-yl)methoxy]pyridine-2-carboxamide | HCID 66679917 | — |
Reaction Steps
A mixture of N-((R)-5-bromoindan-2-yl)-5-hydroxypyridine-2-carboxamide (1.50 g), (S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonate (0.81 g), cesium carbonate (1.46 g) and DMF (20 ml) was heated to 60° C. for 4 hours. The cooled reaction mixture was admixed with water and extracted with ethyl acetate. The organic phase was washed three times with water, dried over magnesium sulfate and concentrated. This afforded the product with the molecular weight of 417.31 (C20H21BrN2O3); MS (ESI): 417 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08552199B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-582578daa5ef4a2a8803afc8f6716584 |
|---|
| Source note | uspto-grants-2013_10 |
|---|