(1R,2R)-2-Aminocyclohexanol → 5-Bromo-N-(trans-2-hydroxy-cyclohexyl)-6-(2-methoxy-ethoxy)-nicotinamide

HRID 1766461Notes

Reaction equation

HRID 1766461 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

Reactant 2

HCID 735777(1R,2R)-2-AminocyclohexanolHCID 211097055-Bromo-6-(2-methoxy-ethoxy)-nicotinic acid

Product 1

HCID 675055315-Bromo-N-(trans-2-hydroxy-cyclohexyl)-6-(2-methoxy-ethoxy)-nicotinamide

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
Patent number
US07229999B2

Reaction notes

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