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

HRID 402370Notes

Reaction equation

HRID 402370 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[N:10][N:11]([CH3:24])[C:12]=1[CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=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[C:8]1[N:9]=[N:10][N:11]([CH3:24])[C:12]=1[CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([NH:30][C:26]2([CH3:25])[CH2:29][O:28][CH2:27]2)=[O:21])=[CH:17][N:16]=1

Participants

3

Reactant 2

HCID 468357253-Amino-3-methyloxetaneHCID 674983346-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid

Product 1

HCID 573344976-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(3-methyloxetan-3-yl)nicotinamideYield 61%

Procedure

As described for example 19b, 6-((4-(2-fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid (98 mg, 0.3 mmol) was converted, using 3-methyl-3-oxetanamine instead of 4-aminotetrahydropyran, to the title compound (72 mg, 61%) which was obtained as a white solid. MS: m/e=398.2 [M+H]+.

Sources & evidence

ORD record
ord-216900fd24a34fef85921516abb99097
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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