Phthalazine → 6-[5(Tert-butyldimethylsilyloxymethyl)pyridin-2-ylmethyloxy]-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazine

HRID 2183494Notes

Reaction equation

HRID 2183494 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][OH:17])=[N:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl[C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]2=[N:29][N:30]=[C:31]([C:32]3[CH:36]=[C:35]([CH3:37])[O:34][N:33]=3)[N:21]2[N:20]=1.C1C2C(=CC=CC=2)C=NN=1>>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][O:17][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]3=[N:29][N:30]=[C:31]([C:32]4[CH:36]=[C:35]([CH3:37])[O:34][N:33]=4)[N:21]3[N:20]=2)=[N:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 9207PhthalazineHCID 184275393-(6-Chloro-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-5-methylisoxazoleHCID 224732225-(tert-Butyldimethylsilyloxymethyl)-2-(hydroxymethyl)pyridine

Product 1

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

Procedure

The reaction was carried out as described in Example 1, Step 4 using 5-(tert-butyldimethylsilyloxymethyl)-2-(hydroxymethyl)pyridine (1.0 g, 3.95 mmol) and 6-chloro-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (1.12 g, 3.95 mmol) to give, after column chromatography on silica using 2-3% MeOH/CH2Cl2 as eluent, the title phthalazine (1.4 g, 70%).

Workup

  1. customto give

Sources & evidence

ORD record
ord-8d8b2b6714ed41a2a704aa8eef6c5ea0
Source dataset
uspto-grants-2005_05
Patent number
US06900209B2

Reaction notes

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