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2-Amino-2-methyl-1-propanol → 6-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-N-(2-hydroxy-1,1-dimethyl-ethyl)-nicotinamide

HRID 83445
Notes
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Reaction equation

HRID 83445 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][C:25]([CH3:29])([CH3:28])[CH2:26][OH: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][C:25]([CH3:29])([CH3:28])[CH2:26][OH:27])=[O:21])=[CH:17][N:16]=3)=[CH:11][O:10][N:9]=2)=[CH:6][CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 684437696-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 684422396-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-N-(2-hydroxy-1,1-dimethyl-ethyl)-nicotinamideYield 45%

Procedure

As described for example 346b, 6-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-nicotinic acid (200 mg, 0.6 mmol) was converted, using 2-amino-2-methyl-1-propanol instead of ethanolamine, to the title compound (110 mg, 45%) which was obtained as a white solid. MS: m/e=402.2 [M+H]+.

Sources & evidence

ORD record
ord-1d997c5c54f64872a2831325f350077d
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846719B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes