Serinol → HCID 49800454, compound

HRID 1807502Notes

Reaction equation

CO[C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][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.[NH2:23][CH:24]([CH2:27][OH:28])[CH2:25][OH:26]>>[CH2:18]([C:13]1[C:12]([CH2:11][O:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([NH:23][CH:24]([CH2:27][OH:28])[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 68294Serinol

HCID 665991586-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester

Product 1

HCID 49800454HCID 49800454, compoundYield 30%

Procedure

As described for example 9, 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (150 mg, 0.49 mmol) was converted, using 2-amino-1,3-propanediol instead of rac-2-amino-1-propanol, to the title compound (53 mg, 30%) which was obtained as a white solid after purification by chromatography (silica, 0 to 8% methanol in dichloromethane). MS: m/e=364.3 [M+H]+.

Sources & evidence

ORD record: ord-ba54a0bdc8bc492c80920dfe792d3731
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357703B2

Reaction notes

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