4-Aminotetrahydropyran → HCID 49804755, compound

HRID 1807492Notes

Reaction equation

CO[C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[NH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[CH3:17][C:16]1[O:15][N:14]=[C:13]([CH2:18][CH2:19][C:20]([F:21])([F:22])[F:23])[C:12]=1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([NH:25][CH:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[O:24])=[CH:5][N:6]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 66643649HCID 66643649, compound

Product 1

HCID 49804755HCID 49804755, compoundYield 10%

Procedure

As described for example 1e, 6-[5-methyl-3-(3,3,3-trifluoro-propyl)-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (215 mg, 0.62 mmol) was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (26 mg, 10%) which was obtained as a white solid after purification by chromatography (silica, 0 to 60% ethyl acetate in heptane) and trituration with ethyl acetate and hexane. MS: m/e=414.3 [M+H]+.

Sources & evidence

ORD record: ord-ef7a53813aff48cb9122de3b686d3dcd
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357703B2

Reaction notes

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