6-[5(Tert-butyldimethylsilyloxymethyl)pyridin-2-ylmethyloxy]-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazine → {6-[3-(5-Methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazin-6-yloxymethyl]pyridin-3-yl}methanol

HRID 2183495Notes

Reaction equation

HRID 2183495 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][O:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]3=[N:28][N:29]=[C:30]([C:31]4[CH:35]=[C:34]([CH3:36])[O:33][N:32]=4)[N:20]3[N:19]=2)=[N:14][CH:15]=1)(C(C)(C)C)(C)C>CC(O)=O.C1COCC1.O>[CH3:36][C:34]1[O:33][N:32]=[C:31]([C:30]2[N:20]3[N:19]=[C:18]([O:17][CH2:16][C:13]4[N:14]=[CH:15][C:10]([CH2:9][OH:8])=[CH:11][CH:12]=4)[C:27]4[C:22]([C:21]3=[N:28][N:29]=2)=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:35]=1

Participants

3

Reactant 1

HCID 1317249336-[5(Tert-butyldimethylsilyloxymethyl)pyridin-2-ylmethyloxy]-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazine

Product 1

HCID 131724934{6-[3-(5-Methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazin-6-yloxymethyl]pyridin-3-yl}methanol

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

A solution of 6-[5(tert-butyldimethylsilyloxymethyl)pyridin-2-ylmethyloxy]-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (1.4 g, 2.78 mmol) in AcOH/THF/H2O [3:1:1, 50 ml] was stirred at room temperature for 36 h. The mixture was concentrated under reduced pressure and then azeotroped with toluene (2×50 ml). The material was used without further purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customazeotroped with toluene (2×50 ml)
  3. customThe material was used without further purification

Sources & evidence

ORD record
ord-fa3a718697a947139619f8857203c241
Source dataset
uspto-grants-2005_05
Patent number
US06900209B2

Reaction notes

Loading…