4-Aminotetrahydropyran → 6-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(tetrahydro-2H-pyran-4-yl)nicotinamide

HRID 402442Notes

Reaction equation

HRID 402442 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.[NH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][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:25][CH:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[O:21])=[CH:17][N:16]=2)=[C:11]([CH3:24])[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 674984666-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid

Product 1

HCID 573355586-((1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(tetrahydro-2H-pyran-4-yl)nicotinamideYield 61%

Procedure

As described for example 67, 6-((1-(2-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid (55 mg, 0.17 mmol), was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (42 mg, 61%) which was obtained as a white foam. MS: m/e=412.2 [M+H]+.

Sources & evidence

ORD record
ord-feb92e48a80d4f9e92a7cb39df7e1a56
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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