ChemicalBook CAS DataBase List (2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester

(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester synthesis

9synthesis methods

Product Name:(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester
CAS Number:1420478-88-1
Molecular formula:C18H18BrN5O2
Molecular Weight:416.27

(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester is synthesized by (S)-benzyl 2-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate under the condition of ammonium hydroxide in isopropyl alcohol at 90.

(S)-benzyl 2-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

1420478-87-0
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(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester

1420478-88-1
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Yield:1420478-88-1 87%

Reaction Conditions:

with ammonium hydroxide in isopropyl alcohol at 90; for 14 h;Sealed tube;

Steps:

1.5 Preparation of intermediate 6:
in a 250 mL sealed tube, intermediate 5 (6 g, 13.8 mmol), IPA (isopropanol) (90mL) and NH3·H2O (135 mL) were added successively. The reaction solution was reacted at 90 °C for 14 hours,concentrated and purified by reversed phase column to obtain intermediate 6 (5 g, yield: 87%) as a white solid.LCMS showed a molecular ion peak (M+1) 415.9.

References:

Hangzhou Sanyintai Pharmaceutical Technology Co., Ltd.;Yin, Jianming;YIN, Jianming;LV, Yubin;LI, Bangliang EP3480199, 2019, A1 Location in patent:Paragraph 0038

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