4-Aminotetrahydropyran → HCID 49801609, compound

HRID 1807540Notes

Reaction equation

HRID 1807540 reaction equation
CO[C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[NH2:24][CH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[CH3:17][C:16]1[O:15][N:14]=[C:13]([N:18]2[CH2:19][CH2:20][CH2:21][CH2:22]2)[C:12]=1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([NH:24][CH:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[O:23])=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 66646028HCID 66646028, compound

Product 1

HCID 49801609HCID 49801609, compoundYield 49%

Procedure

As described for example 40f, 6-(5-methyl-3-pyrrolidin-1-yl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (100 mg, 0.28 mmol), was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (30 mg, 49%) which was obtained as a white solid after purification by chromatography (silica, 40 to 90% ethyl acetate in heptane). MS: m/e=387.2 [M+H]+.

Sources & evidence

ORD record
ord-1303c807ebd144b898d8fc8b7f1ee616
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

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