HCID 68632979, compound → HCID 136082892, compound

HRID 1783382Notes

Reaction equation

HRID 1783382 reaction equation
[OH:1][CH2:2][CH:3]1[CH:7]([CH2:8][OH:9])[O:6][N:5]=[C:4]1[C:10]1[CH:15]=[CH:14][N:13]=[CH:12][C:11]=1[O:16]COC>C(Cl)Cl.FC(F)(F)C(O)=O>[OH:1][CH2:2][CH:3]1[CH:7]([CH2:8][OH:9])[O:6][N:5]=[C:4]1[C:10]1[CH:15]=[CH:14][N:13]=[CH:12][C:11]=1[OH:16]

Participants

4

Reactant 1

HCID 68632979HCID 68632979, compound

Product 1

HCID 136082892HCID 136082892, compoundYield 150.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of intermediate compound 12 (3.8 g, 0.0142 mol) in 100 ml of DCM, 25 ml of triflouroacetic acid were added portionwise at room temperature. The reaction was stirred overnight at room temperature. The solvent was evaporated and the residue was co-evaporated with ethanol. Yielding 4.79 g (100, crude product) of 4-(4,5-bis-hydroxymethyl-4,5-dihydro-isoxazol-3-yl)-pyridin-3-ol (intermediate compound 13).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-378770d071f84d5e9f27fd124c0f46de
Source dataset
uspto-grants-2009_03
Patent number
US07501418B2

Reaction notes

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