HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6(7H)yl)-5-pyrimidine carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium monohydrate | HCID 71353970 | — |
| Reactant | ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6 (7H)yl)-5-pyrimidine carboxylate | HCID 118157304 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6(7H)yl)-5-pyrimidine carboxylic acid | HCID 118157517 | 36% |
Reaction Steps
Methanol (30 mL) was added in ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6 (7H)yl)-5-pyrimidine carboxylate (3.0 g, 6.82 mmol). Sodium hydrate (0.55 g, 13.6 mmol) was dissolved in water (10 mL) and added into the solution. The reaction was conducted in an oil bath of 50 to 60° C. overnight. LC-MS was used to monitor the reaction. The organic solvent was removed by rotary evaporation. The residual aqueous phase was adjusted to a pH of 3 to 4. Solid was precipitated, filtrated, and dried (1.0 g, 36.0% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-5b466397233f46b5ab3300ebb64ad871 |
| Source note | uspto-grants-2016_06 |