HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-{4-[4-(3,4-Difluoro-phenyl)-1-(2-dimethylamino-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one | HCID 59322362 | — |
| Reactant | 4-(3,4-difluorophenyl)-2-(piperidin-4-yl)-1H-imidazol-1-yl-N,N-dimethyl ethanamine | HCID 67264707 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-{4-[4-(3,4-Difluoro-phenyl)-1-(2-dimethylamino-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one | HCID 59322456 | 26.2% |
Reaction Steps
Combine 2-(4-(3,4-difluorophenyl)-2-(piperidin-4-yl)-1H-imidazol-1-yl-N,N-dimethyl ethanamine (0.35 g; 0.0010 mol; 1.0 equiv), 4-chloro-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (0.23 g; 0.0011 mol; 1.1 equiv), DIPEA (0.72 mL; 0.0041 mol; 4.0 equiv) in IPA (10 mL) and stir at 90° C. for 16 h. Quench the reaction with demineralized water and extract with EA. Evaporate the organic layer, purify over a silica gel column with 0-10% MeOH/DCM to give the title compound (0.13 g; 24.13%). MS (ES+): m/z=496 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148387B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-73108e1d496545288e9c16f1acb5350b |
| Source note | uspto-grants-2012_04 |