HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59314194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,2,3,4-Tetrahydroquinoline-8-carboxylic acid | HCID 2785589 | — |
| 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 | HCID 59314162 | HCID 59314162 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59314194 | HCID 59314194 | 19% |
Reaction Steps
To a solution of 1,2,3,4-tetrahydro-quinoline-8-carboxylic acid (240 mg, 1.36 mmol), 6-amino-3-methyl-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid ethyl ester (not pure, 300 mg, 1.36 mmol), HATU (608 mg, 1.60 mmol) in anhydrous DMF (10 mL) is added DIPEA (264 μL, 1.60 mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (40 mL) and washed with water (1×10 mL) and brine (2×10 mL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by HPLC to give a product (82) as a colorless oil (100 mg, 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569535B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-c23b017c63634c2da2109cf128f094c4 |
| Source note | uspto-grants-2013_10 |