HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[(3S,5S)-5-(Hydroxymethyl)pyrrolidin-3-yl]-1-isopropyl-1H-indazole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl (2S,4S)-2-(hydroxymethyl)-4-{[(1-isopropyl-1H-indazol-3-yl)carbonyl]amino}pyrrolidine-1-carboxylate | HCID 67270520 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[(3S,5S)-5-(Hydroxymethyl)pyrrolidin-3-yl]-1-isopropyl-1H-indazole-3-carboxamide | HCID 59829647 | 91.4% |
Reaction Steps
The mixture of tert-butyl (2S,4S)-2-(hydroxymethyl)-4-{[(1-isopropyl-1H-indazol-3-yl)carbonyl]amino}pyrrolidine-1-carboxylate (115 mg, 0.286 mmol, step 2 of Example 7) and 10% hydrochloric acid in methanol (5 mL) was stirred at room temperature for 14 h and concentrated under reduced pressure. The resulting residue was basified with saturated sodium hydrogencarbonate aqueous solution, extracted with dichloromethane (100 mL). The organic layer was separated, dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystallized from isopropyl ether to give 79 mg (91%) of the title compound as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906532B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1570b49027a74587bb05746d6b7c6657 |
| Source note | uspto-grants-2011_03 |