HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-[4'-(2,3-dihydroindole-1-carbonyl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-yl]-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one | HCID 11379587 | — |
| Reactant | (2-Chloropyridin-4-yl)-(2,3-dihydroindol-1-yl)-methanone | HCID 28376039 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[4'-(2,3-dihydroindole-1-carbonyl)-3,4,5,6-tetrahydro-2H-1,2'-bipyridinyl-4-yl]-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one | HCID 42613140 | — |
Reaction Steps
100 mg (0.41 mmol) 3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one were added to 110 mg (0.43 mmol) (2-chloropyridin-4-yl)-(2,3-dihydro-indol-1-yl)-methanone and 3.0 mL (17.4 mmol) DIPEA. The reaction mixture was refluxed for 5 h with stirring. Then 1 mL DMF were added and the mixture was stirred overnight at 130 C. After cooling water was added, the precipitate formed was suction filtered and purified by preparative HPLC. The product fractions were combined and evaporated down i. vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829006B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-a67b466eac1746d88a2475bc793126c1 |
| Source note | uspto-grants-2014_09 |