HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid methyl ester | HCID 67365824 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid | HCID 58171845 | — |
Reaction Steps
To a suspension of 5-[5-(4-methoxy-phenyl)-pyrimidin-2-ylamino]pyridine-2-carboxylic acid methyl ester 4 (0.3 mmol) in THF:MeOH:H2O=3:2:1 (5 mL), is added 6M LiOH (1.8 mmol). The reaction mixture is stirred at it for 12 h. After this time the solvent is removed under vacuum, the residue is diluted with H2O (6 mL) and the pH neutralized with 6M HCl. The solid that precipitates out is collected, washed with water and dried in a vacuum oven for 12 h to afford 5-[5-(4-methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid 5 as a yellow solid, which is used in the next step without further purification. MS (m/z) (M+1)+: 323.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288540B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-2ec2a6d84e524ac89e4be6d6f14adedf |
| Source note | uspto-grants-2012_10 |