HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(1-Benzothiophen-7-Yl)-4-[1-(Piperidin-4-Yl)-1h-Pyrazol-4-Yl]furo[2,3-C]pyridin-7-Amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-{4-[7-amino-2-(1-benzothiophen-7-yl)furo[2,3-c]pyridine-4-yl]-1H-pyrazol-1-yl}piperidine-1-carboxylate | HCID 66760630 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(1-Benzothiophen-7-Yl)-4-[1-(Piperidin-4-Yl)-1h-Pyrazol-4-Yl]furo[2,3-C]pyridin-7-Amine | HCID 53379253 | 71% |
Reaction Steps
A solution of tert-butyl 4-{4-[7-amino-2-(1-benzothiophen-7-yl)furo[2,3-c]pyridine-4-yl]-1H-pyrazol-1-yl}piperidine-1-carboxylate in DCM (1.50 mL) was treated with HCl (1 M in Et2O, 5.00 mL, 5.00 mmol) and stirred for 30 min. The reaction was concentrated in vacuo to afford 86 mg (71%) of the title compound. 1H NMR (400 MHz, CD3OD) δ 7.08 (s, 1 H), 7.00 (d, J=7.58 Hz, 1 H), 6.82 (d, J=7.83 Hz, 1 H), 6.79 (s, 1 H), 6.59 (s, 1 H), 6.50-6.54 (m, 2 H), 6.36 (t, J=7.71 Hz, 1 H), 6.32 (d, J=5.56 Hz, 1 H), 3.39-3.52 (m, 1 H), 2.36 (d, J=13.14 Hz, 2 H), 1.96-2.02 (m, 2 H), 1.09-1.19 (m, 4 H); MS (ESI): 416.12 [M+H]+; HPLC tR=2.19 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378104B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-2c3e714e44fc4fb797ed69d5ca8f08f6 |
| Source note | uspto-grants-2013_02 |