Hydroxylamine → HCID 22633101, compound

HRID 2416658Notes

Reaction equation

HRID 2416658 reaction equation
[CH3:1][C:2]1[C:6]2[N:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[OH:11][C:12]1C=NC=CC=1OC.NO>>[CH3:1][C:2]1[C:6]2[N:7]=[CH:8][CH:9]=[C:10]([O:11][CH3:12])[C:5]=2[O:4][N:3]=1

Participants

4

Reactant 3

HCID 787HydroxylamineHCID 5647483-Methylisoxazolo[4,5-b]pyridineHCID 110946094-methoxypyridin-3-ol

Product 1

HCID 22633101HCID 22633101, compound

Procedure

Scheme I-16-2 depicts the preparation of a 3-methyl-4-azabenzisoxazole ti derivative which may be used as starting material for Scheme I-16. Steps a, b, AP and c of equation 1 may be carried out as previously described for Scheme I-14-2. The acetyl derivative may then be treated with hydroxylamine to provide the oxime as depicted in step d and then cyclized as depicted in step e (as described for steps f and g of Scheme I-14, respectively) to provide the 3-methyl-4-azabenzisoxazole shown. In equation 2 of Scheme I-16-2 the 3-hydroxy-4-methoxypyridine is first acetylated (step a) then is treated with hydroxylamine and cyclized as previously described to provide 3-methyl-7-methoxy-4-azabenzisoxazole.

Sources & evidence

ORD record
ord-87ac4a25809f42c39be2ff7ef3f853f6
Source dataset
uspto-grants-2004_11
Patent number
US06825201B2

Reaction notes

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