HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178524197, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 24958441 | HCID 24958441 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178524197 | HCID 178524197 | 73.6% |
Reaction Steps
LAH (327 mg, 13.6 mmol) was added to a suspension of 1-[2-(4-hydroxycyclohexylamino)-pyrimidin-4-yl]-1H-indole-4-carboxylic acid methyl ester (1.0 g, 2.7 mmol) in a mixture of THF (4 mL), water (4 mL) and MeOH (1 mL). The reaction mixture was stirred at RT for 16 h, then evaporated under reduced pressure to give a beige solid. Aqueous HCl (1 M, 14 mL) was added to the residue, and the resulting mixture was stirred and evaporated under reduced pressure. The residue was triturated with MeOH to give trans-1-[2-(4-hydroxycyclohexylamino)-pyrimidin-4-yl]-1H-indole-4-carboxylic acid (700 mg) as an off-white solid. MS=353 [M+H]+; MP=259.0-261.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399462B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6bd0aaaef6fc4c3c804a424c69036fe3 |
| Source note | uspto-grants-2013_03 |