HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-Cyclopropyl-4-methyl-3-(1-oxo-2-(pyridin-4-ylmethyl)-4-(4-(pyrrolidin-1-yl)piperidine-1-carbonyl)-1,2-dihydroisoquinolin-6-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 6-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid | HCID 57551777 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Cyclopropyl-4-methyl-3-(1-oxo-2-(pyridin-4-ylmethyl)-4-(4-(pyrrolidin-1-yl)piperidine-1-carbonyl)-1,2-dihydroisoquinolin-6-yl)benzamide | HCID 25020619 | — |
Reaction Steps
To a mixture of the product of step iii) (0.1 g), 4-(N-pyrrolidin-1-yl)piperidine (0.037 g) and N,N-diisopropylethylamine (0.25 mL) in tetrahydrofuran (10 mL) was added HATU (0.17 g) and then stirred at room temperature for 3 hours. The reaction mixture was then concentrated to dryness and the crude product purified by HPLC to afford the title compound as a solid (0.07 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012979B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-6d9d28530909445abbd5a303e69cf1ee |
| Source note | uspto-grants-2011_09 |