HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-[2-((R)-1-tert-Butoxycarbonyl-piperidin-3-yloxy)-4-fluoro-Phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-[2-((R)-1-tert-Butoxycarbonyl-piperidin-3-yloxy)-4-fluoro-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester | HCID 58413127 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 4-[2-((R)-1-tert-Butoxycarbonyl-piperidin-3-yloxy)-4-fluoro-Phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid | HCID 58413057 | — |
Reaction Steps
A mixture of 4-[2-((R)-1-tert-Butoxycarbonyl-piperidin-3-yloxy)-4-fluoro-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (1.65 g) in MeOH/THF (1:1; 20 ml) was treated with NaOH (2M; 8 ml) and heated at reflux for 10 mins. Organic solvent was removed in vacuo. HCl (2M; 8 ml) was added to pH 1 and water was added. The suspension was filtered and washed with water. The solid was suspended in EtOH and evaporated. The residue was triturated with Acetonitrile to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648068B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-0cce96f0b7684110914f88a568983c6f |
| Source note | uspto-grants-2014_02 |