Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Methylpiperazin-1-yl)aniline | HCID 737253 | — |
| Reactant | HCID 86611336 | HCID 86611336 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 44453586 | HCID 44453586 | — |
Reaction Steps
To a solution of 7-chloro-1-indan-5-yl-4-oxo-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester (40 mg, 0.11 mmol) and 4-(4-Methyl-piperazin-1-yl)-phenylamine (45 mg, 0.23 mmol) in 1 mL of NMP was added triethylamine (24 mg, 0.24 mmol). The reaction was heated in a microwave reactor at 200° C. for 2 hours. The solvent was evaporated under vacuo and the product was purified by preparative HPLC (32 mL/min, 5-100% H2O/MeCN (0.01% TFA, v/v) gradient over 15 min). The title compound was obtained as a yellow solid (6.9 mg, 10%). 1H NMR (400 MHz, CD3OD) δ (ppm): 9.11 (s, 1H), 8.57 (s, 1H), 7.45 (d, J=7.9 Hz, 1H), 7.35 (m, 3H), 7.25 (dd, J=1.9 Hz, J=7.9 Hz, 1H), 6.96 (d, J=8.8 Hz, 2H), 6.13 (s, 1H), 3.40-3.80 (br, 8H), 3.01 (m, 4H), 2.96 (s, 3H), 2.17 (m, 2H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C29H30N6O2: 495.24 (M+H), Found: 495.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07642270B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-17348d3280b04e65b146c695fc9b87d0 |
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| Source note | uspto-grants-2010_01 |
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