Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | HCID 11952365 | HCID 11952365 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11952366 | HCID 11952366 | 92% |
Reaction Steps
A mixture of bromide 125 (91 mg, 0.31 mmol), 70% ethylamine (0.5 mL) and DME (3 mL) was stirred at 20° C. for 3 h. The mixture was partitioned between EtOAc and aqueous Na2CO3 solution. The organic layer was separated, dried and the solvent evaporated to give compound 126 (74 mg, 92%) as yellow solid: mp (EtOAc) 150° C.; 1H NMR δ 8.07 (s, 1H, H-9), 7.40 (s, 1H, H-5), 5.07 (br s, 1H, NH), 3.64-3.72 (m, 2H, CH2O), 3.50-3.58 (m, 2H, CH2N), 3.11-3.21 (m, 2H, CH2), 2.71-2.93 (m, 3H, CH2, CH), 1.29 (t, J=7.2 Hz, 3H, CH3), OH not observed; HRMS calcd for C13H16N4O2 (M+) m/z 260.1271, found 260.1273.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989451B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-ae5336aaf8364e6eba599b2f3552d47c |
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| Source note | uspto-grants-2011_08 |
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