HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 66954690, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 66953768 | HCID 66953768 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66954690 | HCID 66954690 | 54% |
Reaction Steps
5-Chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)-6-methane-sulfonylpyrimidine-4-carboxylic acid methyl ester (350 mg, 0.83 mmol) was dissolved in 10 mL p-dioxane and 7N ammonia in methanol (0.43 mL, 3 mmol) was added. The reaction mixture was stirred at room temperature for 3 hours and then concentrated. The residue was partitioned between ethyl acetate and water and the organic phase was dried and concentrated. The product was purified by column chromatography to yield 6-amino-5-chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)-pyrimidine-4-carboxylic acid methyl ester (160 mg, 54% yield): 1H NMR (CDCl3): δ 7.65 (dd, 1H), 7.24 (dd, 1H), 5.67 (br s, 2H), 4.22 (q, 2H), 4.03 (s, 3H), 1.46 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888287B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-696f2cb45ff14d19b8b361ee0cbfde74 |
| Source note | uspto-grants-2011_02 |