Isopropylamine → HCID 15692969, compound

HRID 1090018Notes

Reaction equation

HRID 1090018 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH3:5][C:6]1[C:10]([C:11]([O:13][CH2:14]C)=[O:12])=[C:9]([C:16](OCC)=[O:17])[O:8][N:7]=1>CO>[CH:1]([NH:4][C:16]([C:9]1[O:8][N:7]=[C:6]([CH3:5])[C:10]=1[C:11]([O:13][CH3:14])=[O:12])=[O:17])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 15692964HCID 15692964, compound

Product 1

HCID 15692969HCID 15692969, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.9 g of isopropylamine are added dropwise to 10 g of diethyl 3-methylisoxazole-4,5-dicarboxylate, dissolved in 100 ml of methanol, and the mixture is then refluxed. After 7 hours, the mixture is evaporated down and the remaining oil is chromatographed over silica gel (using 9:1 toluene/acetone). Methyl 5-isopropylaminocarbonyl-3-methylisoxazole-4-carboxylate is obtained as colorless crystals of melting point 64°-66° C. (compound No. 1005).

Workup

  1. temperaturethe mixture is then refluxed
  2. customthe mixture is evaporated down
  3. customthe remaining oil is chromatographed over silica gel (using 9:1 toluene/acetone)

Sources & evidence

ORD record
ord-fa9c3ef5ed9d4ed49718d47442c12ae4
Source dataset
uspto-grants-1992_01
Patent number
US05080708

Reaction notes

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