HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59447037, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59446938 | HCID 59446938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59447037 | HCID 59447037 | 78.2% |
Reaction Steps
A solution of ethyl 3-({4-[({6-[(cyclopropylmethyl)(propyl)amino]pyrimidin-4-yl}carbonyl)amino]benzyl}sulfonyl)propanoate (Example 119, 120 mg, 0.25 mmol) in THF (5 ml) was treated with concentrated HCl (2 ml). After stirring at RT for 48 hours a further portion of concentrated HCl (5 ml) was added. After stirring for a further 72 hours, the solvent was reduced in vacuo to half the volume and the mixture extracted with EtOAc. The combined organic extracts were washed with water, passed through a hydrophobic frit and the solvent removed in vacuo. The residue was purified by column chromatography (silica) eluting with DCM containing increasing amounts of methanol to give the title compound as a white solid (90 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-e8c42e5d687446b4b5af9800c8ef0c1c |
| Source note | uspto-grants-2015_10 |