(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 Basic information
Product Name:(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester
Synonyms:1-Pyrrolidinecarboxylic acid, 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-, phenylmethyl ester, (2S)-;benzyl (S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate;(S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate;benzyl (2S)-2-{8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate;S)-2-(8-Amino-1-bromo-imidazo[1,5-a]pyrazin-3-yl)-pyrrolidine -1-carboxylic acid benzyl ester;(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester;ACP-196-1;EOS-60755
CAS:1420478-88-1
MF:C18H18BrN5O2
MW:416.27
EINECS:1312995-182-4
Product Categories:
Mol File:1420478-88-1.mol
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Structure
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Chemical Properties
density 1?+-.0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka4.67±0.30(Predicted)
Safety Information
MSDS Information
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Usage And Synthesis
Uses(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester is used to Acalabrutinib intermediate.
SynthesisSynthesis_1420478-88-1
Compound 4b (46.33 g, 100 mmol) and toluene (463 mL) were added to a three-neck flask.After stirring uniformly, trifluoroacetic acid (18.02 g, 300 mmol) was slowly added.Heat to 75-80 ?? C for 6-8 hours.The raw materials disappeared and then cooled to room temperature.Wash with 5% sodium hydroxide solution (463 mL).Washed once with saturated saline (231 mL),Dry over sodium sulfate, filter,The filtrate was added with ammonium acetate (38.54 g, 500 mmol).Heating and refluxing for 10 to 16 hours,The reaction was cooled to room temperature.Add water (463 mL),Dispensing after stirring,The aqueous phase was extracted once more with toluene,The combined organic phases were washed with saturated brine (231 mL).Dry with sodium sulfate,Concentrated to remove the solvent,Isopropanol petroleum ether mixed solvent recrystallized,Filter, dryCompound 6b (31.64 g, 2 steps 76%) was dried.
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Preparation Products And Raw materials
Raw materials(S)-benzyl 2-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate
(S)-benzyl 2-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (S)-benzyl 2-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester (S)-benzyl 2-(8-amino-1-(4-(pyridin-2-ylcarbamoyl)phenyl)imidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate

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