HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanemethanol → N-((R)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | Methyl 5-bromo-6-chloronicotinate | HCID 2764313 | — |
| Reactant | 1-Amino-2-cyclopropylpropan-2-ol | HCID 21109692 | — |
| Product | N-((R)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-nicotinamide | HCID 11950408 | — |
Reaction Steps
The title compound was synthesized in analogy to the procedure described for the preparation of Example 43, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethanol (commercially available), 4-fluorophenylboronic acid (commercially available) and rac-1-amino-2-cyclopropyl-propan-2-ol (commercially available) as starting materials. The two enantiomers were separated by column chromatography on chiral phase. MS (ISP): 385.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188093B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-939d4177c8164cc5b962f5945c272d0e |
| Source note | uspto-grants-2012_05 |