Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9965512 | HCID 9965512 | 23% |
Reaction Steps
A mixture of 5-chloro-2-nitrophenylamine (1.3 g, 7.0 mmol), 3-(4-morpholinyl)-1-aminopropane (3.1 g, 20 mmol), and K2CO3 (3.0 g, 22 mmol) in DMF (20 mL) was stirred at 110° C. for 18 h. The reaction mixture was cooled to room temperature, poured into water (200 mL) and extracted with CH2Cl2 (100 mL). The combined organic extracts were washed with brine (50 mL), dried over Na2SO4, concentrated in vacuo, and purified by flash chromatography (silica gel, 4×7.5 cm, eluted with 90/10 EtOAc/MeOH) to yield the product as an orange solid (0.45 g, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179912B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-b757195950d94e568c617cf94e9657a4 |
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| Source note | uspto-grants-2007_02 |
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