Hydrochloric Acid → Ethyl 5-(aminomethyl)-3-isoxazolecarboxylate

HRID 1437138Notes

Reaction equation

HRID 1437138 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH2:11][NH:12]C(OC(C)(C)C)=O)[O:8][N:7]=1)=[O:5])[CH3:2].Cl>C(O)C.O1CCOCC1>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH2:11][NH2:12])[O:8][N:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10588096Ethyl 5-(N-Boc)aminomethylisoxazole-3-carboxylate

Product 1

HCID 10850588Ethyl 5-(aminomethyl)-3-isoxazolecarboxylateYield 91.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

To a stirred solution of 5-(tert-butoxycarbonylaminomethyl)-isoxazole-3-carboxylic acid ethyl ester (1.954 g) (EP 0451790) in ethanol (15 ml) was added a solution of 4.0M hydrogen chloride in 1,4-dioxane (23 ml). The mixture was stirred at 20° C. for 22 h and the solvent evaporated in vacuo to give the title compound (1.128 g) as a pale brown solid.

Workup

  1. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-679b4847c7f54a819a20d8a5d5e8f9d4
Source dataset
uspto-grants-2009_11
Patent number
US07622464B2

Reaction notes

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