Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Piperidinecarbonyl chloride | HCID 242085 | — |
| 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 67442526 | HCID 67442526 | 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 (648 mg, 2 mmol) in dichloromethane (5 mL) and pyridine (1 mL, 12 mmol) was added a solution of piperidine-1-carbonyl chloride (0.275 mL, 2.2 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-[(piperidine-1-carbonyl)-amino]-phenyl}-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (870 mg, 100%) as a brown oil which was used for next step without further purification: LC/MS m/e calcd for C26H33N3O3 (M+H)+: 436.57, observed: 436.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344137B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-752ad9920ba04dc18b1d8a3c22a918f9 |
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| Source note | uspto-grants-2013_01 |
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