HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one | HCID 57383959 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochloride | HCID 67970052 | 82% |
Reaction Steps
A solution of 1-(9-methyl-5,7,8,9-tetrahydro-6H-pyrido[3′,4′:4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one (50 mg, 0.12 mmol) in MeOH (2.0 mL) was treated with 1.25 M HCl in MeOH (94 μL, 0.12 mmol), and the resulting solution was stirred at ambient temperature for 18 h. The solution was concentrated to dryness to provide the title compound (45 mg, 82%) as a bright yellow powder: mp 278-281° C. decomp.; 1H NMR (500 MHz, DMSO-d6) δ 8.06-8.00 (m, 4H), 7.88 (d, J=8.0 Hz, 2H), 7.42 (d, J=3.0 Hz, 1H), 6.90 (d, J=2.0 Hz, 1H), 6.78 (dd, J=7.0, 2.0 Hz, 1H), 4.19 (s, 2H), 3.71 (s, 3H), 3.37 (t, J=5.5 Hz, 2H), 2.99 (t, J=5.5 Hz, 2H); ESI MS m/z 425 [M+H]+; HPLC (Method A) 98.9% (AUC), tR=14.8 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993765B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6ff6f3e189d743068895716fc1ccf05b |
| Source note | uspto-grants-2015_03 |