HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridineethanamine → (3R-trans)-4-[(2-Pyridinylethyl)amino]-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-l-benzopyran-6-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridineethanamine | HCID 75919 | — |
| Reactant | (3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl ester | HCID 10738551 | — |
| Reactant | (1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile | HCID 10987295 | — |
| Product | (3R-trans)-4-[(2-Pyridinylethyl)amino]-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-l-benzopyran-6-carbonitrile | HCID 18666859 | — |
Reaction Steps
A solution of (1aR-cis)-1a,7b-dihydro-2,2-dimethyl-2H-oxireno-[c][1]benzopyran-6-carbonitrile ((1.0 g, 5.0 mmol, the title A compound of Example 3) and 2-aminoethylpyridine (1.1 g, 9.0 mmol) was heated in a sealed tube at 75° C. for 18 hours. The reaction mixture was cooled to room temperature and purified by flash chromatography to afford an oil, which solidified upon standing (1.4 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837702 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-d9b01e64f56743439636f3b46afb8142 |
| Source note | uspto-grants-1998_11 |