HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenylboronic acid → 5-(4-Cyano-phenyl)-N-((R)-2-cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 6-Cyclopropylmethoxy-5-(3,4-difluoro-phenyl)-N-((trans)-2-hydroxy-cyclohexyl)-nicotinamide | HCID 11951480 | — |
| Reactant | 5-Bromo-6-(cyclopropylmethoxy)nicotinic acid | HCID 21109708 | — |
| Product | 5-(4-Cyano-phenyl)-N-((R)-2-cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-nicotinamide | HCID 67505149 | — |
Reaction Steps
The title compound was synthesized from 5-bromo-6-cyclopropylmethoxy-nicotinic acid (example 31 a) by Suzuki reaction with 4-cyanophenyl-boronic acid (in analogy to 31 c) and amide coupling with (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol (WO 2006/106054) (in analogy to example 31 b), to give the title compound as a white solid, MS (ISP): 392.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188093B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-471f98baba19483e8e27ed2bfad5df5d |
| Source note | uspto-grants-2012_05 |