1-Amino-2-propanol → 6-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-n-(2-hydroxy-propyl)-nicotinamide

HRID 332545Notes

Reaction equation

HRID 332545 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=3)=[CH:11][O:10][N:9]=2)=[CH:4][CH:3]=1.[NH2:24][CH2:25][CH:26]([OH:28])[CH3:27]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([NH:24][CH2:25][CH:26]([OH:28])[CH3:27])=[O:21])=[CH:17][N:16]=3)=[CH:11][O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 41-Amino-2-propanolHCID 684437696-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 426305416-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-n-(2-hydroxy-propyl)-nicotinamideYield 43%

Procedure

As described for example 346b, 6-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-nicotinic acid (200 mg, 0.6 mmol) was converted, using (rac)-1-amino-2-propanol instead of ethanolamine, to the title compound (100 mg, 43%) which was obtained as a colourless gum. MS: m/e=388.1 [M+H]+.

Sources & evidence

ORD record
ord-5370717c5d314494a6440787ca79b8a3
Source dataset
uspto-grants-2014_11
Patent number
US08877783B2

Reaction notes

Loading…