Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 90418872 | HCID 90418872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86271202 | HCID 86271202 | — |
Reaction Steps
To a solution of Example 41A (100 mg, 0.320 mmol) and morpholine (2.52 mL, 3 mmol) in 3 mL tetrahydrofuran/1 mL N,N-dimethylformamide was added N-ethyl-N-isopropylpropan-2-amine (0.084 mL, 0.480 mmol). The resulting reaction was stirred at 60° C. overnight. The solvent was removed in vacuo and the residue dried under high-vacuum for 2 hours. The crude solid was triturated with ethyl acetate, collected by filtration, and dried under high-vacuum to give the title compound. 1H NMR (500 MHz, DMSO-d6) δ 11.93 (s, 1H) 8.17 (s, 1H) 6.68 (s, 1H) 6.41 (s, 1H) 3.66-3.93 (m, 8H) 3.37 (t, J=5.65 Hz, 2H) 3.02-3.12 (m, 2H) 2.89-2.98 (m, 3H) 2.62 (s, 2H). MS (ESI+) m/z 364.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346813B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-996a5e6c93fb4a12b0336e163cd739f4 |
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| Source note | uspto-grants-2016_05 |
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