HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-[4-(4-fluorophenyl)-2-methyl-5-pyrimidin-4-yl-1H-imidazol-1-yl]piperidine-1-carboxylate → 4-[4-(4-Fluorophenyl)-2-methyl-1-piperidin-4-yl-1H-imidazol-5-yl]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-[4-(4-fluorophenyl)-2-methyl-5-pyrimidin-4-yl-1H-imidazol-1-yl]piperidine-1-carboxylate | HCID 57461734 | — |
| Reactant | HCID 58235131 | HCID 58235131 | — |
| Product | 4-[4-(4-Fluorophenyl)-2-methyl-1-piperidin-4-yl-1H-imidazol-5-yl]pyrimidine | HCID 57461735 | — |
Reaction Steps
The title compound was prepared from tert-butyl 4-[4-(4-fluorophenyl)-2-methyl-5-pyrimidin-4-yl-1H-imidazol-1-yl]piperidine-1-carboxylate (C30) according to the general procedure for the synthesis of N-methyl-4-(4-phenyl-1-piperidin-4-yl-1H-imidazol-5-yl)pyrimidin-2-amine (C26) in Example 12, except in this case the extraction was carried out with dichloromethane. Yield: 35.7 mg, 0.106 mmol, 50%. LCMS m/z 338.5 (M+1). 1H NMR (400 MHz, CDCl3) δ 1.96-2.01 (m, 2H), 2.14-2.24 (m, 3H), 2.61-2.68 (m, 2H), 2.65 (s, 3H), 3.19-3.24 (m, 2H), 4.57 (tt, J=12.3, 3.9 Hz, 1H), 6.96 (dd, J=8.8, 8.8 Hz, 2H), 7.12 (dd, J=5.3, 1.4 Hz, 1H), 7.29 (dd, J=8.9, 5.5 Hz, 2H), 8.55 (d, J=5.3 Hz, 1H), 9.30 (d, J=1.3 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518944B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9ab85a1c6d944b24bba4fffd0f535cf1 |
| Source note | uspto-grants-2013_08 |