N-Aminomorpholine → HCID 59448132, compound

HRID 1920930Notes

Reaction equation

HRID 1920930 reaction equation
CO[C:3]([C:5]1[O:9][N: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])[CH:6]=1)=[O:4].[NH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[CH:13]([NH2:14])([CH3:18])[CH3:12].[N:23]1([NH:22][C:3]([C:5]2[O:9][N:8]=[C:7]([O:10][CH2:11][C:12]3[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=3[CH3:17])[CH:6]=2)=[O:4])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 20315N-AminomorpholineHCID 67491973HCID 67491973, compound

Product 2

HCID 6363IsopropylamineHCID 59448132HCID 59448132, compoundYield 123.1%

Procedure

As described for example 28, 3-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester (110 mg, 0.37 mmol), was converted using 4-aminomorpholine (153 mg, 1.5 mmol), instead of isopropyl amine, to the title compound (83 mg, 61%) which was obtained as a colourless oil after purification by chromatography (silica, dichloromethane:methanol=1:0 to 9:1). MS: m/e=365.3 [M+H]+.

Sources & evidence

ORD record
ord-562d7360a70c42ddbc07a57ca3fe670f
Source dataset
uspto-grants-2012_05
Patent number
US08173652B2

Reaction notes

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