HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Cyclohexane, (bromomethyl)- | HCID 137636 | — |
| Reactant | Methyl[4,6-diamino-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate | HCID 178502011 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate | HCID 46700769 | — |
Reaction Steps
330 mg (1.1 mmol) of the compound of Example 1A and 212 mg (1.2 mmol) of bromomethylcyclohexane were initially charged in 5 ml of dimethylformamide, 389 mg (1.2 mmol) of cesium carbonate were added and the resulting mixture was stirred at RT overnight. 0.5 ml of 1N hydrochloric acid was added, and the entire solution was separated by HPLC (Method 5). The appropriate fractions were freed from volatile components on a rotary evaporator, and the residue was dried under high vacuum. This gave 60 mg (19% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334291B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-bb5a41302e824ec49e287918d18f9e2c |
| Source note | uspto-grants-2012_12 |