HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-{1-[6-(7-methyl-2-oxo-2,3-dihydro-1H-indol-5-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | Bms-973013 | HCID 22293182 | — |
| Reactant | 5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one | HCID 58181143 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{1-[6-(7-methyl-2-oxo-2,3-dihydro-1H-indol-5-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one | HCID 25266271 | — |
Reaction Steps
91 mg (0.42 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 120 mg (0.42 mmol) 5-(6-chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one and 0.080 mL (0.46 mmol) DIPEA were combined in 2 mL DMF and shaken overnight at RT. Then the reaction mixture was in taken up acetonitrile/water and purified by preparative HPLC-MS. The fractions containing the product were combined and freeze-dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629137B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a3deff32b91d4d08a626003e1ec7b93b |
| Source note | uspto-grants-2014_01 |