5H-Pyrrolo[3,4-b]pyridine, 3-bromo-6,7-dihydro-6-(triphenylmethyl)- synthesis

6synthesis methods

Product Name:5H-Pyrrolo[3,4-b]pyridine, 3-bromo-6,7-dihydro-6-(triphenylmethyl)-
CAS Number:905273-35-0
Molecular formula:C26H21BrN2
Molecular Weight:441.36

5824-40-8 Synthesis

5824-40-8
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905273-34-9
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5H-Pyrrolo[3,4-b]pyridine, 3-bromo-6,7-dihydro-6-(triphenylmethyl)-

905273-35-0
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Yield:905273-35-0 40%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide at 60; for 2 h;

Steps:

19.4 Step 4) 3-bromo-6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

To a suspension of 5-bromo-2,3-bis(bromomethyl)pyridine (1.25 g, 3.64 mmol) in DMF (8 mL) were added triphenylmethanamine (1.41 g, 5.45 mmol) and DIPEA (2.35 g, 18.2 mmol). The reaction was heated at 60 °C for 2 h, and then concentrated in vacuo. The residue was diluted with Η2Ο (40 mL) and then extracted with EtOAc (80 mL). The organic phase was washed with brine (50 mL), dried over anhydrous a₂S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/DCM (v/v) = 2/1) to give the title compound as a pale yellow solid (0.64 g, 40%).

References:

WO2014/89324,2014,A1 Location in patent:Paragraph 0287

27063-90-7 Synthesis