HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-piperidinecarboxylate → 5'-(4-tert-Butyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | N-(4-tert-butylphenyl)-6-chloronicotinamide | HCID 4811429 | — |
| Reactant | 5'-(3-iodo-4-methyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4 carboxylic acid ethyl ester | HCID 59318057 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5'-(4-tert-Butyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carboxylic acid ethyl ester | HCID 59317970 | — |
Reaction Steps
5′-(4-tert-Butyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester was prepared from N-(4-tert-butyl-phenyl)-6-chloro-nicotinamide and ethyl isonipecotate following a procedure similar to the one described in the synthesis of 5′-(3-iodo-4-methyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4 carboxylic acid ethyl ester above. The product was isolated by silica gel column purification with 20-30% EtOAc in hexanes gradient. HRMS m/z calcd for C24H31N3O3 [M+H]: 410.2438. Found: 410.2439.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324385B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-07d6d605210643ba97e75b49635f5bee |
| Source note | uspto-grants-2012_12 |