(1R,2R)-2-Aminocyclohexanol → 5-Bromo-N-(trans-2-hydroxy-cyclohexyl)-6-(2-methoxy-ethoxy)-nicotinamide
Reaction equation
[Br:1][C:2]1[C:3]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:16][C@@H:17]1[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]1[OH:23]>>[Br:1][C:2]1[C:3]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH:16][C@@H:17]1[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]1[OH:23])=[O:9]Participants
3
Procedure
The title compound was synthesised in analogy to the amide coupling procedure described for the synthesis of Example 1, from 5-bromo-6-(2-methoxy-ethoxy)-nicotinic acid and trans-2-amino-cyclohexanol (commercially available). MS (m/e): 373.1 (MH+).
Sources & evidence
- ORD record
- ord-67f3c6511a0d4970a53c63f5bb8af98e
- Source dataset
- uspto-grants-2007_06