Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | 2-(3-Amino-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester | HCID 67442796 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67441302 | HCID 67441302 | 100% |
Reaction Steps
To a solution of 2-(3-amino-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (324 mg, 1 mmol) in dichloromethane (5 mL) and pyridine (0.5 mL, 6 mmol) was added a solution of morpholine-4-carbonyl chloride (0.12 mL, 1 mmol) in dichloromethane (2 mL) dropwise at 0° C. The reaction mixture was stirred at 25° C. for 5 h. Then the reaction mixture was extracted with dichloromethane (2×50 mL), washed with water, dried over anhydrous sodium sulfate and concentrated in vacuo to afford 3,3-dimethyl-2-{3-[(morpholine-4-carbonyl)-amino]-phenyl}-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (437 mg, 100%) as a brown oil which was used for next step without further purification: LC/MS m/e calcd for C25H31N3O4 (M+H)+: 438.54, observed: 438.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586747B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-165c1c3903054dc085addf151f1272aa |
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| Source note | uspto-grants-2013_11 |
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