Oxolan-3-amine → HCID 46872521, compound

HRID 1942280Notes

Reaction equation

HRID 1942280 reaction equation
CO[C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[O:23]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24]1>>[CH2:18]([C:13]1[C:12](/[CH:11]=[CH:10]/[C:7]2[CH:8]=[CH:9][C:4]([C:3]([NH:28][CH:25]3[CH2:26][CH2:27][O:23][CH2:24]3)=[O:22])=[CH:5][N:6]=2)=[C:16]([CH3:17])[O:15][N:14]=1)[CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 3365553Oxolan-3-amineHCID 46872756HCID 46872756, compound

Product 1

HCID 46872521HCID 46872521, compoundYield 70%

Procedure

As described in example 8, 6-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-nicotinic acid methyl ester (200 mg, 0.57 mmol), and tetrahydrofuran-3-amine instead of isopropylamine, was converted to the title compound (140 mg, 70%) which was obtained as a light red solid after purification by chromatography (silica, dichloromethane:methanol 100:0 to 94:6). MS: m/e=328.4 [M+H]+.

Sources & evidence

ORD record
ord-091f98fa55a7434988a116bea965597f
Source dataset
uspto-grants-2013_03
Patent number
US08389550B2

Reaction notes

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