6-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester → HCID 49801029, compound

HRID 1807520Notes

Reaction equation

HRID 1807520 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]([CH: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.COC(=O)C1C=CC(OC[C:35]2[C:36]([CH2:41]CCC)=[N:37]OC=2C)=NC=1>>[CH:18]1([C:13]2[C:12]([CH2:11][O:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([NH:37][CH:36]([CH3:41])[CH3:35])=[O:23])=[CH:5][N:6]=3)=[C:16]([CH3:17])[O:15][N:14]=2)[CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 665991586-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 66643593HCID 66643593, compound

Product 1

HCID 49801029HCID 49801029, compoundYield 62%

Procedure

As described for example 5d, 6-(3-cyclopentyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (230 mg, 0.73 mmol) was converted, instead of 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester, to the title compound (155 mg, 62%) which was obtained as a white solid after purification by chromatography (silica, 0 to 80% ethyl acetate in heptane). MS: m/e=344.0 [M+H]+.

Sources & evidence

ORD record
ord-5944a93b3d444ab9b73c94971180e50b
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

Loading…