2-Aminopropanol → HCID 46872520, compound

HRID 1942281Notes

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

Participants

Reactant 2

HCID 51262-Aminopropanol

HCID 46872756HCID 46872756, compound

Product 1

HCID 46872520HCID 46872520, compoundYield 87%

Procedure

As described in example 4, 6-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-nicotinic acid methyl ester (100 mg, 0.28 mmol) instead of 6-[2-(5-methyl-3-phenyl-isoxazol-4-yl)-ethyl]-nicotinic acid methyl ester, and DL-2-amino-1-propanol instead of ethanolamine, was converted to the title compound (85 mg, 87%) which was obtained as a light yellow oil after purification by chromatography (silica, dichloromethane:methanol 100:0 to 94:6). MS: m/e=364.4 [M+H]+.

Sources & evidence

ORD record: ord-f21171b29c7547d8bf55f8f922becb2c
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08389550B2

Reaction notes

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