HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Azabicyclo[3.1.0]hexane hydrochloride | HCID 22335289 | — |
| Reactant | Avanafil Impurity 37 | HCID 118157672 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acid | HCID 117622545 | — |
Reaction Steps
In THF (15 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl) pyrimidine-5-carboxylic acid (196 mg, 0.55 mmol) and 3-azabicyclo[3.1.0]hexane hydrochloride salt (79 mg, 0.66 mmol). The solution was cooled in an ice bath, and triethylamine (167 mg, 1.65 mmol) was added dropwisely. The reaction was allowed to warm to ambient temperature for 5 h, followed by addition of water and extracted with DCM. The organic phase was dried and concentrated to give a solid which was used in the subsequent procedure without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-ec6d8a4ba0e94617b6fa3d41830c869b |
| Source note | uspto-grants-2016_06 |