2-[[6-(1H-Pyrazol-1-yl)-3-pyridinyl]methoxy]-1H-isoindole-1,3(2H)-dione → O-{[6-(1H-Pyrazol-1-yl)pyridin-3-yl]methyl}hydroxylamine

HRID 720702Notes

Reaction equation

HRID 720702 reaction equation
[N:1]1([C:6]2[N:11]=[CH:10][C:9]([CH2:12][O:13][N:14]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1>N.CO>[N:1]1([C:6]2[N:11]=[CH:10][C:9]([CH2:12][O:13][NH2:14])=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

4

Reactant 1

HCID 166559472-[[6-(1H-Pyrazol-1-yl)-3-pyridinyl]methoxy]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 10420028O-{[6-(1H-Pyrazol-1-yl)pyridin-3-yl]methyl}hydroxylamine

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A solution of the compound of Step 7d (32 g, 0.1 mol) in 100 ml of 2M NH3 in methanol was stirred at 50° C. for 4 hours. The reaction mixture was subsequently concentrated in vacuo and purified on silica gel to give the desired compound of formula (XI) (18.5 g, 97%).

Workup

  1. concentrationThe reaction mixture was subsequently concentrated in vacuo
  2. custompurified on silica gel

Sources & evidence

ORD record
ord-9219ac1bd4324cb6bba7cfbb47bb59e5
Source dataset
uspto-grants-2006_11
Patent number
US07135573B2

Reaction notes

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