HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-[1-({6-Amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 3-[1-({6-amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylate | HCID 68614914 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[1-({6-Amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylic acid | HCID 68047387 | — |
Reaction Steps
150 mg (0.307 mmol) of methyl 3-[1-({6-amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]-pyridin-2-yl}sulfanyl)ethyl]benzenecarboxylate (Example 65A) were dissolved in 7 ml of tetrahydrofuran. After addition of 14.7 mg (0.61 mmol) of lithium hydroxide, the mixture was stirred at RT overnight. The mixture was then stirred at 40° C. for 4 h. Using 1N hydrochloric acid, the pH of the reaction solution was adjusted to pH 4, and the clear solution was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187428B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9be33fa4998242058e736580ee7a34c5 |
| Source note | uspto-grants-2015_11 |