HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloride methanol → 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-3-yl)-5-(4-(piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloride methanol | HCID 21893726 | — |
| Reactant | tert-butyl 4-(4-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-3-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate | HCID 136492678 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-3-yl)-5-(4-(piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine hydrochloride | HCID 136960276 | 62.5% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(4-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-3-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (27 mg, 0.047 mmol) was deprotected in methanol/HCl in diethyl ether (2/1 ml) to afford 15 mg (62.5% yield) of the titled compound. 1H NMR (DMSO-d6, 300 MHz): δ 11.9 (s, 1H), 9.10-9.00 (bs, 2H), 8.598-8.52 (m, 2H), 7.91-7.89 (m, 2H), 7.60-7.57 (d, 2H), 7.17-7.00 (m, 4H), 6.71-6.70 (d, 1H), 5.41 (s, 2H), 3.23 (s, 5H). MS: m/z=471.3 (M+1), HPLC: 97.74% in method B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-f05cbb4791a94e77b55078e12848938c |
| Source note | uspto-grants-2016_05 |