HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine Hydrochloride → 4-(dimethoxymethyl)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine Hydrochloride | HCID 5742 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | Pyruvic aldehyde dimethyl acetal | HCID 80650 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(dimethoxymethyl)pyrimidin-2-amine | HCID 4913032 | 36.6% |
Reaction Steps
A solution of 5.5 mL (41 mmol, 1.0 eq.) of dimethylformamide dimethyl acetal and 5.0 mL (41 mmol, 1.0 eq.) pyruvic aldehyde dimethyl acetal was heated at 100° C. for 16 h. Methanol was removed in vacuo to afford a brown oil. A solution of 1.8 g (45 mmol, 1.1 eq.) of sodium hydroxide in 5 mL of water was added to a solution of 4.3 g (45 mmol, 1.1 eq.) of guanidine HCl in 10 mL of water. The resulting solution was added to the above described oil. The resulting mixture was stirred at room temperature for 48 h. The mixture was filtered to provide 2.5 g (15 mmol, 36%) of 2-aminopyrimidine-4-carboxaldehyde dimethylacetal (I-8).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951803B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-d31f6c9f1c634c039334b5fbae7ea635 |
| Source note | uspto-grants-2011_05 |