6-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester → HCID 49801024, compound

HRID 1807514Notes

Reaction equation

HRID 1807514 reaction equation
CO[C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH2:17][CH2:18][CH2:19][CH3:20])=[N:14][O:15][CH:16]=2)=[N:6][CH:5]=1.COC(=O)C1C=CC(OC[C:33]2[C:34]([CH2:39]CCC)=[N:35]OC=2C)=NC=1>>[CH2:17]([C:13]1[C:12]([CH2:11][O:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([NH:35][CH:34]([CH3:39])[CH3:33])=[O:21])=[CH:5][N:6]=2)=[CH:16][O:15][N:14]=1)[CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 665991586-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 66643605HCID 66643605, compound

Product 1

HCID 49801024HCID 49801024, compoundYield 91%

Procedure

As described for example 5d, 6-(3-butyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (200 mg, 0.69 mmol) was converted, instead of 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester, to the title compound (200 mg, 91%) which was obtained as a light brown solid after purification by chromatography (silica, 40 to 60% ethyl acetate in heptane). MS: m/e=318.3 [M+H]+.

Sources & evidence

ORD record
ord-3a661de1ef074f2684eb3cd9e699f148
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

Loading…