Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 12341520 | HCID 12341520 | — |
| Reactant | HCID 59177872 | HCID 59177872 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 24794431 | HCID 24794431 | — |
Reaction Steps
147 mg (0.85 mmol) of 1,3-propanediimidamide dihydrochloride are introduced into 2 ml of methanol, and 0.37 ml (2.00 mmol) of a 30% strength methanolic sodium methanolate solution is added. The mixture is heated at 50° C. for 30 min. It is then allowed to cool to RT, a solution of 150 mg (0.50 mmol) of ethyl 8-(2-fluorobenzyl)imidazo[1,5-a]pyrimidine-6-carboxylate from example 10A in 2.0 ml of methanol is added, and the mixture is heated to reflux for 3 h. Cooling is followed by dilution with water and extraction with ethyl acetate. The organic phase is dried over sodium sulfate, and the solvent is removed in vacuo. The residue is purified by preparative HPLC to result in 36 mg (21% of theory) of the desired product as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08309551B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-1b0ad55e63ad40f29f0d50c19895cbe2 |
|---|
| Source note | uspto-grants-2012_11 |
|---|