3-Amino-3-methyloxetane → 6-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(3-methyloxetan-3-yl)nicotinamide

HRID 402443Notes

Reaction equation

HRID 402443 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH2:13][O:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=2)=[C:11]([CH3:24])[N:10]=[N:9]1.[CH3:25][C:26]1([NH2:30])[CH2:29][O:28][CH2:27]1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH2:13][O:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH:30][C:26]3([CH3:25])[CH2:29][O:28][CH2:27]3)=[O:21])=[CH:17][N:16]=2)=[C:11]([CH3:24])[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 468357253-Amino-3-methyloxetaneHCID 674984666-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid

Product 1

HCID 573355596-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(3-methyloxetan-3-yl)nicotinamideYield 21%

Procedure

As described for example 67, 6-((1-(2-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid (78 mg, 0.24 mmol), was converted, using 3-methyloxetan-3-amine instead of isopropylamine, to the title compound (20 mg, 21%) which was obtained as an off white foam. MS: m/e=398.2 [M+H]+.

Sources & evidence

ORD record
ord-5b5fafecd75a4ca8b23cdb8d8db1615f
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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