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ChemicalBook CAS DataBase List 7-Tosyl-7H-Pyrrolo[2,3-d]pyrimidine-5-boronic acid pinacol ester
934178-97-9

7-Tosyl-7H-Pyrrolo[2,3-d]pyrimidine-5-boronic acid pinacol ester synthesis

4synthesis methods
-

Yield:934178-97-9 98%

Reaction Conditions:

with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,2-dimethoxyethane at 150; for 0.166667 h;microwave irradiation;

Steps:

1a; 1.iv

As shown in Figure 1-step iv, a mixture of compound 1004 (140 mg, 0.40 mmol), 4,4,5,5-tetramethyl-l,3,2-dioxaborolane dimer (121 mg, 0.477 mmol), PdCl2 dppf2 (16 mg, 0.02 mmol) and potassium acetate (117 mg, 1.19 mmol) in 2 mL of DME were microwaved at 1500C for 10 minutes. The reaction mixture was filtered through a short pad of silica gel with 30% EtOAc-70% hexanes as eluent to provide, after concentration to dryness, 158 mg (98%) of 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-7-tosyl-7H- pyrrolo[2,3-d ]pyrimidine, compound 1005: ESMS M+l = 317.07.

References:

WO2007/41130,2007,A2 Location in patent:Page/Page column 40-41; Sheet 1/9