Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 16244434 | HCID 16244434 | — |
| Reactant | 2-Chloro-5-(3-pyridinyl)pyrimidine | HCID 46315373 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86663122 | HCID 86663122 | 46% |
Reaction Steps
A mixture of XXXIV (100 mg, 0.48 mmol), 2-chloro-5-pyridin-3-yl-pyrimidine (96 mg, 0.5 mmol) and TEA (137 μl, 1 mmol) in 2 mL of DMF was stirred at 150° C. for 1 h in a microwave reactor. The mixture was worked up with brine and EtOAc, and the organic phase was dried over Na2SO4, filtered, and evaporated in vacuo. Purification by silica gel column gave 80 mg of 3-(5-pyridin-3-yl-pyrimidin-2-ylamino)-chroman-6-carboxylic acid methyl ester XXXXIII (Yield 44%). MS: calc'd 363 (MH+), exp 363 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716285B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-d74feda4bcd24eff897682f10c877910 |
|---|
| Source note | uspto-grants-2014_05 |
|---|