(S)-4-(4-bromophenyl)-2-(pyrrolidin-2-yl)-1H-imidazole hydrochloride synthesis

6synthesis methods

Product Name:(S)-4-(4-bromophenyl)-2-(pyrrolidin-2-yl)-1H-imidazole hydrochloride
CAS Number:1272654-85-9
Molecular formula:C13H15BrClN3
Molecular Weight:328.6353

1007882-04-3 Synthesis

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

1007882-04-3
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(S)-4-(4-bromophenyl)-2-(pyrrolidin-2-yl)-1H-imidazole hydrochloride

1272654-85-9
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Yield:1272654-85-9 98%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;methanol at 20; for 4 h;

Steps:

A mixture of (S)-tert-butyl 2-(5-(4-bromophenyl)-lH-imidazol-2-yl)pyrrolidine-l -carboxylate (2.45 g, 6.25 mmol,) and 4.0 M HCl/dioxane solution (15 mL) in methanol (30 mL) was stirred at room temperature for 4h. Concentrate the reaction in vacuo. The crude mixture was made basic with saturated sodium bicarbonate solution and was extracted from the aqueous layer with ethyl acetate. The combined organic fractions were washed with a saturated sodium chloride solution and dried over magnesium sulfate, filtered and concentrated to afford, (S)-5-(4- bromophenyl)-2-(pyrrolidin-2-yl)-lH-imidazole hydrochloride as an orange solid, (1.80 g, 98%): ESI-LRMS m/e calcd for Ci₃Hi₄BrN₃ HC1 [M⁺] 328.5, found 293 [M+H⁺] (free base).

References:

WO2013/53657,2013,A1 Location in patent:Page/Page column 41; 42

1007881-98-2
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1272654-85-9
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References

15761-39-4
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$5.00/10g

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References

2-AMINO-4'-BROMOACETOPHENONE HYDROCHLORIDE

5467-72-1
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$12.90/1g

1272654-85-9
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References

(S)-2-(2-(4-bromophenyl)-2-oxoethyl) 1-tert-butyl pyrrolidine-1,2-dicarboxylate(WXG03504)

128120-93-4
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1272654-85-9
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References