Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethoxyacetyl chloride | HCID 84189 | — |
| Reactant | HCID 21075796 | HCID 21075796 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21075718 | HCID 21075718 | 97.6% |
Reaction Steps
A solution of N4-(morpholin-4-yl)quinoline-3,4-diamine (4.06 g, 16.6 mmol) in 50 mL of CH2Cl2 was treated with triethylamine (4.40 mL, 33.2 mmol) and cooled to 0° C. The solution was treated dropwise with ethoxyacetyl chloride (2.40 g, 17.4 mmol) and stirred under an atmosphere of nitrogen. The reaction mixture was allowed to slowly come to room temperature. After 2 d, the reaction mixture was concentrated under reduced pressure to yield a red semi-solid. The material was dissolved in CHCl3 and washed with water, 5% Na2CO3 solution and brine, dried over Na2SO4, filtered and dried to yield 2-ethoxy—N-{4-[(morpholin-4-yl)amino]quinolin-3-yl}acetamide (5.35 g) as a red/orange foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07163947B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-bef7b3cfaf914065a29683424e8ced7f |
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| Source note | uspto-grants-2007_01 |
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