Triphenylphosphine → 4-(6-Methoxy-4-thiazol-2-yl-phthalazin-1-yl)-butyric acid methyl ester

HRID 2297483Notes

Reaction equation

HRID 2297483 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C:10](Cl)=[N:9][N:8]=1.Br[C:22]1[S:23][CH:24]=[CH:25][N:26]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Zn].C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C:10]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)=[N:9][N:8]=1

Participants

6

Reactant 3

HCID 11776TriphenylphosphineHCID 764302-BromothiazoleHCID 542691004-(4-Chloro-6-methoxy-phthalazin-1-yl)-butyric acid methyl ester

Product 1

HCID 543700044-(6-Methoxy-4-thiazol-2-yl-phthalazin-1-yl)-butyric acid methyl esterYield 26.1%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 167845palladium(II) acetateCatalyst

Procedure

Operating analogously at what described in example 48 starting from 4-(4-chloro-6-methoxy-phthalazin-1-yl)-butyric acid methyl ester (12.5 g, 0.0424 mole), prepared as described in example 114, zinc (17.3 g), 2-bromothiazole (24.3 g, 0.1484 mole), palladium acetate (0.476 g, 2.12 mmole), triphenylphosphine (1.67 g, 6.36 mmole), 3.8 g of the title compound were obtained (yield: 12.6%). m.p.: 136-137° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-76c8b64719f74a9082d831b215336391
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

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