HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 66841464, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 58098631 | HCID 58098631 | — |
| Reactant | HCID 58098669 | HCID 58098669 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66841464 | HCID 66841464 | 22.5% |
Reaction Steps
A mixture of 2-chloro-4-(1-phenylethylamino)pyrimidine-5-carboxamide (2, 27 mg, 0.1 mmoles), N-(3-aminophenyl)-2,5-dihydro-1H-pyrrole-1-carboxamide (3, 34 mg, 0.15 mmoles), Pd(OAc)2 (2 mg). BINAP (15 mg), Cs2CO3 (100 mg) in dioxane (1 mL) was heated at 120° C. under microwave for 60 min. Purification with reversed phase HPLC, (R)-2-(3-(2,5-dihydro-1H-pyrrole-1-carboxamido)phenylamino)-4-(1-phenylethylamino)pyrimidine-5-carboxamide (4, 10 mg) was obtained. MS found for C24H25N7O2 as (M+H)+ 444. UV: λ=248 nm. 1H NMR: (CD3OD) δ 8.35 (s, 1H), 7.85 (s, 1H), 7.3 (m, 4H), 7.2 (m, 3H), 7.05 (d, 1H), 5.95 (s, 2H), 5.4 (dd, 1H), 4.25 (s, 4H), 1.48 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367689B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5174c55a52574ae98ce9499324094baa |
| Source note | uspto-grants-2013_02 |