1,1-Dimethylhydrazine → HCID 59448138, compound

HRID 1920929Notes

Reaction equation

HRID 1920929 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].[CH3:22][N:23]([CH3:25])[NH2:24]>>[CH:13]([NH2:14])([CH3:18])[CH3:12].[CH3:22][N:23]([CH3:25])[NH:24][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]

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 67491973HCID 67491973, compound

Product 2

HCID 6363IsopropylamineHCID 59448138HCID 59448138, compoundYield 201.2%

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 N,N-dimethylhydrazine (90 mg, 1.5 mmol), instead of isopropyl amine, to the title compound (120 mg, 99%) which was obtained as a colourless oil after purification by chromatography (silica, dichloromethane:methanol=1:0 to 9:1). MS: m/e=323.3 [M+H]+.

Sources & evidence

ORD record
ord-17418e6bdd6b4a9b87d20c01a5bf852d
Source dataset
uspto-grants-2012_05
Patent number
US08173652B2

Reaction notes

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