HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(6-{[(Naphthalen-2-ylmethyl)amino]methyl}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 49855398 | HCID 49855398 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(6-{[(Naphthalen-2-ylmethyl)amino]methyl}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylic acid | HCID 49857517 | 25.3% |
Reaction Steps
Ethyl 2-(6-{[(naphthalen-2-ylmethyl)amino]methyl}-3-aza-bicyclo[3.1.0]hex-3-yl)-pyrimidine-5-carboxylate (0.76 mmol) was stirred in THF (6 ml) and 1M NaOH (6 ml) at r.t. for 16 h. The reaction was then acidified to pH˜3 with 2M HCl, causing a solid to precipitate. This was collected and dried to give the title compound as a white solid (72 mg, 25% over two steps) which was used in the next step without further purification. LCMS purity 96%, m/z 375 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932246B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-16c3cca50b694a299a57e6e14d8890db |
| Source note | uspto-grants-2011_04 |