HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86698465, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Chloro-5-nitropyrimidine | HCID 82544 | — |
| Reactant | HCID 86698464 | HCID 86698464 | — |
| Product | HCID 86698465 | HCID 86698465 | 84.9% |
Reaction Steps
To a solution of 2,3-dihydrospiro[chromene-4,1′-cyclopropan]-5-ol (Intermediate 221, 63 mg, 0.358 mmol) in DMF (3 ml) K2CO3 (74.1 mg, 0.536 mmol) and 2-chloro-5-nitropyrimidine (86.0 mg, 0.536 mmol) were added and the reaction mixture was stirred at rt for 1 h. DMF was then evaporated under high vacuum, water was added and the reaction mixture was extracted with AcOEt (three times). Collected organic layers were dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (Biotage system) on silica gel using cyclohexane to cyclohexane/ethyl acetate 9:1 as eluents affording the title compound (91 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346790B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-99670e8dd9194f3ca3986ced554eb28e |
| Source note | uspto-grants-2016_05 |