HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178423950, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[3-(3,5-Difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethanamine | HCID 58379310 | — |
| Reactant | HCID 178419477 | HCID 178419477 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178423950 | HCID 178423950 | 58.1% |
Reaction Steps
A solution of 1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethanamine (40 mg, 0.14 mmol), 6-bromo-9H-purine [Aldrich, 104981] (33 mg, 0.17 mmol), and N,N-diisopropylethylamine (29 μL, 0.17 mmol) in ethanol (1.6 mL) was heated at 90° C. for 18 h. The reaction mixture was diluted with methanol and purified by preparative LCMS to give the desired product (33 mg, 58%) as a white solid. LCMS for C21H18F2N7 (M+H)+: m/z=406.1. 1H NMR (400 MHz, CD3OD): δ 8.12 (s, 1 H), 8.03 (br s, 1 H), 7.49 (d, J=9.0 Hz, 1 H), 7.25 (dd, J=9.0, 6.8 Hz, 1 H), 7.21-7.18 (m, 1 H), 7.00-6.94 (m, 2 H), 6.66 (d, J=6.8 Hz, 1 H), 5.44 (br s, 1 H), 2.15 (s, 3 H), 1.69 (d, J=7.0 Hz, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403847B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-8522233bf7cd4dc2afe29c00973976f9 |
| Source note | uspto-grants-2016_08 |