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

Product Name
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester
CAS No.
1420478-88-1
Chemical Name
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester
Synonyms
EOS-60755;ACP-196-1;Acalabrutinib Intermediate 1;(S)-Benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin;(S)-Benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrr...;(S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine;(S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate;benzyl (S)-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)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazine-3-yl)pyrrolidine-1-carboxylate
CBNumber
CB53062794
Molecular Formula
C18H18BrN5O2
Formula Weight
416.27
MOL File
1420478-88-1.mol
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(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Property

Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
4.67±0.30(Predicted)
Appearance
Light brown to brown Solid
optical activity
21.7°(C=0.01g/mL, DMF, 20°C, 589nm)
InChI
InChI=1S/C18H18BrN5O2/c19-15-14-16(20)21-8-10-24(14)17(22-15)13-7-4-9-23(13)18(25)26-11-12-5-2-1-3-6-12/h1-3,5-6,8,10,13H,4,7,9,11H2,(H2,20,21)/t13-/m0/s1
InChIKey
DLXYYJDQLZHBNU-ZDUSSCGKSA-N
SMILES
N1(C(OCC2=CC=CC=C2)=O)CCC[C@H]1C1N2C=CN=C(N)C2=C(Br)N=1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0049898
Product name
Benzyl(2S)-2-{8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate
Packaging
250mg
Price
$245
Updated
2021/12/16
ChemScene
Product number
CS-0049898
Product name
Benzyl(2S)-2-{8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate
Packaging
1g
Price
$410
Updated
2021/12/16
ChemScene
Product number
CS-0049898
Product name
Benzyl(2S)-2-{8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate
Packaging
5g
Price
$1193
Updated
2021/12/16
ChemScene
Product number
CS-0049898
Product name
Benzyl(2S)-2-{8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl}pyrrolidine-1-carboxylate
Packaging
10g
Price
$2032
Updated
2021/12/16
Ambeed
Product number
A712917
Product name
(S)-Benzyl2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate
Purity
97%
Packaging
100mg
Price
$133
Updated
2021/12/16
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(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester Chemical Properties,Usage,Production

Uses

(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester is used to Acalabrutinib intermediate.

Synthesis


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

Preparation Products

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

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View Lastest Price from (2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
(S)-Benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate 1420478-88-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-29
Henan Aochuang Chemical Co.,Ltd.
Product
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester 1420478-88-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-08
Nanjing Fred Technology Co., Ltd
Product
(S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate 1420478-88-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-23

1420478-88-1, (2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl esterRelated Search:


  • 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
  • 1-Pyrrolidinecarboxylic acid, 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-, phenylmethyl ester,
  • Acalabrutinib Intermediate 1
  • (S)-Benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin
  • (S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine
  • (S)-Benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrr...
  • Phenylmethyl (2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-pyrrolidinecarboxylate
  • (S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazine-3-yl)pyrrolidine-1-carboxylate
  • 1420478-88-1
  • 142078-88-1