N-Aminomorpholine → 6-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-morpholinonicotinamide

HRID 402371Notes

Reaction equation

HRID 402371 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.[NH2:25][N: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[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:25][N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[O:21])=[CH:17][N:16]=1

Participants

3

Reactant 2

HCID 20315N-AminomorpholineHCID 674983346-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid

Product 1

HCID 573346456-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-morpholinonicotinamideYield 72%

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 4-aminomorpholine instead of 4-aminotetrahydropyran, to the title compound (89 mg, 72%) which was obtained as a white foam. MS: m/e=413.4 [M+H]+.

Sources & evidence

ORD record
ord-dfa9da4cfe7d4c68acf1b37c140278d7
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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