HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(5-fluoro-2-methoxyphenyl)-6-(piperidin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-(4-(5-fluoro-2-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)piperidine-1-carboxylate | HCID 90418838 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-fluoro-2-methoxyphenyl)-6-(piperidin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 86271754 | — |
Reaction Steps
To a solution of Example 1D (100 mg, 0.23 mmol) in dichloromethane (2 mL), was added hydrogen chloride-saturated ethyl acetate (2 mL) and the mixture was stirred at room temperature for 2 hours. The mixture was concentrated and purified by preparative HPLC (Agilent AD/SP/C18-25/011 reversed phase column) eluting with a gradient of 0.01% trifluoroacetic acid in water to 1:1 methanol/acetonitrile to afford the title compound as the hydrochloride salt. LCMS: 327.1 (M+H)+; 1H NMR (400 MHz, DMSO-d6/D2O): δ 1.77-1.87 (m, 2H), 2.23 (d, J=12 Hz, 2H), 3.0-3.06 (m, 2H), 3.33-3.41 (m, 3H), 3.79 (s, 3H), 6.45 (s, 1H), 7.29-7.32 (m, 1H), 7.44-7.50 (m, 2H), 8.99 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346813B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-ba78518e8b2a458c90b88768b9d688dc |
| Source note | uspto-grants-2016_05 |