4-Aminotetrahydropyran → HCID 57377586, compound

HRID 1258928Notes

Reaction equation

HRID 1258928 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[N:14]=[CH:15][N:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][N:19]=3)[CH:17]=2)=[C:11]([CH3:27])[N:10]=[N:9]1.[NH2:28][CH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[N:14]=[CH:15][N:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([NH:28][CH:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)=[O:24])=[CH:20][N:19]=3)[CH:17]=2)=[C:11]([CH3:27])[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 679551606-(4-(1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinic acid

Product 1

HCID 57377586HCID 57377586, compoundYield 73%

Procedure

As described for example 43c, 6-(4-(1-(2-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinic acid (46 mg, 0.126 mmol) was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (41 mg, 73%) which was obtained as a white foam after purification by chromatography (silica, 0-10% methanol in dichloromethane). MS: m/e=448.2 [M+H]+.

Sources & evidence

ORD record
ord-c253f7177dea41099b3a20419bd8878b
Source dataset
uspto-grants-2013_06
Patent number
US08466181B2

Reaction notes

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