HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanemethanol → N-((S)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-trifluoromethyl-phenyl)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | Methyl 5-bromo-6-chloronicotinate | HCID 2764313 | — |
| Reactant | 1-Amino-2-cyclopropylpropan-2-ol | HCID 21109692 | — |
| Product | N-((S)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-trifluoromethyl-phenyl)-nicotinamide | HCID 11950064 | — |
Reaction Steps
The two title compounds were synthesized in analogy to the procedure described for the preparation of Example 23, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethanol (commercially available), 4-trifluoromethylphenylboronic acid (commercially available) and 2-cyclopropyl-2-hydroxy-propylamine (commercially available) as starting materials and separated into the two enantiomers by column chromatography on chiral phase.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07229999B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-e8df2fe220314aea834388ec9cdd746a |
| Source note | uspto-grants-2007_06 |