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N-Tosyl-5-bromo-4,7-diazaindole

Product Name
N-Tosyl-5-bromo-4,7-diazaindole
CAS No.
1201186-54-0
Chemical Name
N-Tosyl-5-bromo-4,7-diazaindole
Synonyms
2-BroMo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine;5H-Pyrrolo[2,3-b]pyrazine, 2-bromo-5-[(4-methylphenyl)sulfonyl]-;Upatinib Impurity 2;Upatinib Impurity 45;Upadacitinib Impurity 2;Upadacitinib Impurity 45;N-Tosyl-5-bromo-4,7-diazaindole;Glycerol(Glycerophosphoric acid);3-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine;2-BROMO-5-(P-TOLYLSULFONYL)-5H-PYRROLO[2,3-B]PYRAZINE
CBNumber
CB62470216
Molecular Formula
C13H10BrN3O2S
Formula Weight
352.21
MOL File
1201186-54-0.mol
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N-Tosyl-5-bromo-4,7-diazaindole Property

Boiling point:
499.6±55.0 °C(Predicted)
Density 
1.68±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-2.22±0.30(Predicted)
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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

TRC
Product number
B679303
Product name
2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine
Packaging
1g
Price
$270
Updated
2021/12/16
TRC
Product number
B679303
Product name
2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine
Packaging
2.5g
Price
$550
Updated
2021/12/16
ChemScene
Product number
CS-W009203
Product name
2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine
Packaging
10g
Price
$608
Updated
2021/12/16
Matrix Scientific
Product number
073334
Product name
N-Tosyl-5-bromo-4,7-diazaindole
Purity
95+%
Packaging
1g
Price
$639
Updated
2021/12/16
ChemScene
Product number
CS-W009203
Product name
2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine
Packaging
1g
Price
$120
Updated
2021/12/16
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N-Tosyl-5-bromo-4,7-diazaindole Chemical Properties,Usage,Production

Uses

N-Tosyl-5-bromo-4,7-diazaindole is an intermediate of upadacitinib, known asupadacitinib intermediate, or upadacitinib impurity 2. As an inhibitor of Janus kinase1, upadacitinib selectively inhibits Janus kinase1 for immune system diseases such as psoriatic arthritis, rheumatoid arthritis, and Crohn's disease[1-3].

Uses

either carboxyl or hydroxyl functional. The carboxyl functional are used for hybrids with epoxy resin for indoor applications and for outdoor applications. They are cured with b-hydroxyalkylamides. Hydroxyfunctional polyesters are cured with internal or external blocked isocyanates. The liquid polyesters are intended for highquality 90 % peroxide at<100 C[ 

Preparation

A solution of anhydrous DMF (272 mL) dissolved with 2-bromo-5H-pyrrolo[2,3-b]pyrazine (78.0 g, 394 mmol) was configured. The temperature is maintained at 0-5 °C (within which the subsequent reaction has been maintained), and the solution was droppedly added to the sodium (12.8 g, 532 mmol) anhydrous DMF (543 mL) suspension in the stirred state within 60 minutes. The solution turned brown and the reaction solution was stirred for about 30 min. Then, within 60 minutes, anhydrous DMF (272 mL) dissolved with p-toluenesulfonyl chloride (94.0 g, 492 mmol) was added. After stirring the mixed solution for about 1 h, it was heated to ambient temperature and stirred for about 18 h. Slowly pour the reaction mixture into ice water (6 L) and added 2.5 N NaOH in water (50.0 mL, 125 mmol). Filter the sediment to collect and stirred 3 times with cold water (200 mL). Finally, the collected products were filtered and dried to a constant weight in a vacuum oven at about 55 °C to obtain N-Tosyl-5-bromo-4,7-diazaindole (134.6 g, 97%).

Safety

N-Tosyl-5-bromo-4,7-diazaindole can cause skin irritation, severe eye irritation, and possibly respiratory irritation.

References

[1] Yael Ross, Marina Magrey, Use of upadacitinib in the treatment of psoriatic arthritis, Immunotherapy, 2021, 13.
[2] Lina Serhal, Christopher J Edwards, Upadacitinib for the treatment of rheumatoid arthritis, Expert Review of Clinical Immunology, 2018, 15,13-25.
[3] Eleni Kotsiliti, Upadacitinib therapy for Crohn’s disease, Nature Reviews Gastroenterology & Hepatology, 2023, 20, 483.

N-Tosyl-5-bromo-4,7-diazaindole Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Tosyl-5-bromo-4,7-diazaindole Suppliers

Anhui Dexinjia Biopharm Co., Ltd
Tel
0531-82375892 15562613975
Email
3416953599@qq.com
Country
China
ProdList
309
Advantage
58
Hangzhou Chemtrue Bio-Tech Co.,Ltd.
Tel
0571-86828652 18857119830
Fax
0571-83522824
Email
sales@chemtrue-bio.com
Country
China
ProdList
326
Advantage
58
Guangzhou Anyanren Pharmaceutical Technology Co., Ltd.
Tel
18028661570
Email
2412659056@qq.com
Country
China
ProdList
313
Advantage
58
Jiangsu Vcare PharmaTech Co., Ltd.
Tel
13327700685
Fax
+86-25-58744115
Email
sales@vcarepharmatech.com
Country
China
ProdList
310
Advantage
61
Shanghai Rochi Pharmaceutical Co., Ltd.
Tel
021-38751876 15000076078
Fax
021-50275764
Email
Info@rochipharma.com
Country
China
ProdList
568
Advantage
55
Heading (Nanjing)Pharmtechnologies Co., Ltd.
Tel
025-58467899-832 13382406280
Fax
025-58467899
Email
liucheng@headingpharm.com
Country
China
ProdList
45
Advantage
58
Foshan Junzheng Biotechnology Co., Ltd
Tel
17813018085
Email
181367029@qq.com
Country
China
ProdList
62
Advantage
58
Cangzhou Kangrui Medical Technology Co., LTD
Tel
18632776803
Email
355803330@qq.com
Country
China
ProdList
550
Advantage
58
Jinan XuanDe Chemical Co., Ltd.
Tel
0531-88803958; 18866891188
Fax
0531-82777287
Email
zhaojiangxia@shiningpharm.com
Country
China
ProdList
276
Advantage
58
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
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View Lastest Price from N-Tosyl-5-bromo-4,7-diazaindole manufacturers

Anhui Dexinjia Biopharm Co., Ltd
Product
2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine 1201186-54-0
Price
US $300.00-7500.00/KG
Min. Order
0.1KG
Purity
98%
Supply Ability
5MT per month
Release date
2023-11-09
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Upadacitinib Impurity 45 1201186-54-0
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-07
Henan Fengda Chemical Co., Ltd
Product
N-Tosyl-5-bromo-4,7-diazaindole 1201186-54-0
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-10

1201186-54-0, N-Tosyl-5-bromo-4,7-diazaindoleRelated Search:


  • N-Tosyl-5-bromo-4,7-diazaindole
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  • 2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine
  • 2-BROMO-5-(P-TOLYLSULFONYL)-5H-PYRROLO[2,3-B]PYRAZINE
  • 2-bromo-5-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyrazine
  • 2-bromo-5-(4-methylbenzenesulfonyl)-5H-pyrrolo[2,3-b]pyrazine
  • 5H-Pyrrolo[2,3-b]pyrazine, 2-bromo-5-[(4-methylphenyl)sulfonyl]-
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  • Glycerol(Glycerophosphoric acid)
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  • 2-BroMo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine,N-Tosyl-5-bromo-4,7-diazaindole
  • Upadacitinib Impurity 45
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  • 1201186-54-0
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