HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 59251308, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 4-bromo-2,2-dimethyl-3-oxobutanoate | HCID 15577086 | — |
| Reactant | HCID 178511965 | HCID 178511965 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59251308 | HCID 59251308 | 57% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
A mixture of N-(4-bromophenyl)-2,6-dichlorobenzamidine (1.03 g, 3.0 mmol), methyl 4-bromo-2,2-dimethylacetoacetate (1.78 g, 8.0 mmol) and NaHCO3 (0.76 g, 9.0 mmol) in isopropanol (12 mL) was heated in a microwave unit (Biotage Initiator™) at 170° C. for 25 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50) to give the title compound (0.80 g, 57%) as a pale yellow solid. 1H-NMR (DCM-d2): δ 7.44 (d, 2H), 7.27-7.34 (m, 3H), 7.09 (m, 2-1), 3.67 (s, 3H), 1.61 (s, 6H); MS (ES): 467, 469, 471 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569352B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-608d5090cb544b08833580880ad90532 |
| Source note | uspto-grants-2013_10 |