Isopropylamine → HCID 49801028, compound

HRID 1807519Notes

Reaction equation

HRID 1807519 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]([CH3:22])[CH2:19][CH2:20][CH3:21])=[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.C(N)(C)C>>[CH:36]([NH:37][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH:18]([CH3:22])[CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1)([CH3:41])[CH3:35]

Participants

4

Reactant 3

HCID 6363IsopropylamineHCID 665991586-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 66643596HCID 66643596, compound

Product 1

HCID 49801028HCID 49801028, compoundYield 17%

Procedure

As described for example 9, 6-[5-methyl-3-(1-methyl-butyl)-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (200 mg, 0.63 mmol), instead of 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester, was converted using isopropylamine instead of rac-2-amino-1-propanol, to the title compound (40 mg, 17%) which was obtained as a colourless oil after purification by chromatography (silica, 0 to 5% methanol in dichloromethane). MS: m/e=346.4 [M+H]

Sources & evidence

ORD record
ord-daf3e7ca85864d2abccfcbcd24ae5768
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

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