3-Amino-3-methyloxetane → 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-N-(3-methyl-oxetan-3-yl)-nicotinamide

HRID 402437Notes

Reaction equation

HRID 402437 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N: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)=[C:11]([CH3:24])[N:10]=[N:9]2)=[CH:4][CH:3]=1.[CH3:25][C:26]1([NH2:30])[CH2:29][O:28][CH2:27]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH2:13][O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([NH:30][C:26]4([CH3:25])[CH2:29][O:28][CH2:27]4)=[O:21])=[CH:17][N:16]=3)=[C:11]([CH3:24])[N:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 468357253-Amino-3-methyloxetaneHCID 674987456-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 573355556-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-N-(3-methyl-oxetan-3-yl)-nicotinamideYield 91%

Procedure

As described for example 61b, 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-nicotinic acid (83 mg, 0.25 mmol) was converted, using 3-methyl-3-oxetanamine instead of 4-aminotetrahydropyran, to the title compound (91 mg, 91%) which was obtained as a white solid. MS: m/e=398.2 [M+H]+.

Sources & evidence

ORD record
ord-6474422bd97745438e8cc151557cd678
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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