Uses
ChemicalBook > CAS DataBase List > 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Uses
Product Name
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine
CAS No.
3680-69-1
Chemical Name
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine
Synonyms
4-CHLOROPYRROLO[2,3-D]PYRIMIDINE;6-CHLORO-7-DEAZAPURINE;6-CHLORO-7-DEAZAPURINE 4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE 4-CHLORO-1H-PYRROLO[2,3-D]PYRIMIDINE 4-CHLOROPYRROLO[2,3-D]PYRIMIDINE 6-CHLORO-7-DEAZAPURIN;Nsc 64952;Brn 0607871;Tofacitinib-6;oro-7-deazapurine;Chloro-7-deazapurine;Tofacitib impurity Q;Tofatinib Impurity 6
CBNumber
CB8742621
Molecular Formula
C6H4ClN3
Formula Weight
153.57
MOL File
3680-69-1.mol
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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Property

Melting point:
188-194 °C
Boiling point:
289.2±50.0 °C(Predicted)
Density 
1.61±0.1 g/cm3(Predicted)
vapor pressure 
0Pa at 25℃
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Soluble in DMSO, ethyl acetate and methanol.
pka
11.42±0.20(Predicted)
form 
Crystalline Powder
color 
White to tan
InChI
InChI=1S/C6H4ClN3/c7-5-4-1-2-8-6(4)10-3-9-5/h1-3H,(H,8,9,10)
InChIKey
BPTCCCTWWAUJRK-UHFFFAOYSA-N
SMILES
C1=NC(Cl)=C2C=CNC2=N1
LogP
0.858 at 30℃
CAS DataBase Reference
3680-69-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,T,Xn
Risk Statements 
36/37/38-25-20/21/22
Safety Statements 
26-37-45-36
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
UY9360000
TSCA 
No
HazardClass 
IRRITANT
PackingGroup 
Ⅲ
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
699489
Product name
6-Chloro-7-deazapurine
Purity
97%
Packaging
1g
Price
$15.6
Updated
2024/03/01
TCI Chemical
Product number
C2306
Product name
6-Chloro-7-deazapurine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$128
Updated
2024/03/01
TCI Chemical
Product number
C2306
Product name
6-Chloro-7-deazapurine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$396
Updated
2024/03/01
Alfa Aesar
Product number
B25713
Product name
6-Chloro-7-deazapurine, 98%
Packaging
1g
Price
$189.65
Updated
2024/03/01
Alfa Aesar
Product number
B25713
Product name
6-Chloro-7-deazapurine, 98%
Packaging
5g
Price
$734.65
Updated
2024/03/01
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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties,Usage,Production

Uses

4-Chloro-7H-pyrrolo[2,3-d] pyrimidine is an important pharmaceutical intermediate, which is widely used in the synthesis of many pharmaceutical intermediates at home and abroad. Including CP690550, CGP76030 and so on, 4-Chloro-7H-pyrrolo[2,3-d] pyrimidine was the scaffold for many commercially available drugs. Also, 4-Chloro-7H-pyrrolo[2,3-d] pyrimidine was the intermediate of the bulk drug, Tofatinib, which was widely used in treatment of adult patients with moderate to severe rheumatoid arthritis with inadequate or intolerant methotrexate response.

Chemical Properties

Lightbrown to brown crystalline powder

Uses

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine is used in the manufacture of Tofacitinib citrate.

Synthesis

The preparation process of pyrimidine includes the first α -alkylation reaction between diethyl malonate and allyl bromide, and the subsequent cyclization reaction with amidine to obtain a six-membered ring of bislactam. The chlorination of carbonyl with phosphorus oxychloride to obtain dichloro pyrimidine ring, followed by the oxidation of the terminal double bond with potassium osmate hydrate and sodium periodate to obtain the aldehyde group. The final reaction with ammonia water to produce SNAr/cyclization reaction, a five-step reaction, total yield of 45.8% to obtain 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Preparation Products And Raw materials

Raw materials

Pyrrolo[2,3-d]pyrimidin-4-ol Bromoacetaldehyde diethyl acetal Potassium carbonate Sodium Phosphorus oxychloride Sodium iodide RANEY NICKEL Ammonium chloride Ethyl cyanoacetate Thiourea

Preparation Products

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Suppliers

Americas 1 Canada 4 China 780 Europe 1 Germany 7 India 71 Japan 3 Switzerland 2 United Kingdom 14 United States 61 Global 944
Toronto Research Chemicals
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Fax
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Email
info@trc-canada.com
Country
Canada
ProdList
6038
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71
Toronto Research Chemicals Inc.
Tel
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Fax
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Email
info@trc-canada.com
Country
Canada
ProdList
6668
Advantage
58
General Intermediates of Canada, Inc.
Tel
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Fax
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Email
info@generalintermediates.com
Country
Canada
ProdList
640
Advantage
38
AB Chemicals Inc.
Tel
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Fax
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Email
sales@abcheminc.com
Country
Canada
ProdList
1128
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47
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View Lastest Price from 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine manufacturers

Nanjing Fred Technology Co., Ltd
Product
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 3680-69-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-20
Jinan Million Pharmaceutical Co., Ltd
Product
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 3680-69-1
Price
US $1.00/kg
Min. Order
0.10000000kg
Purity
99%
Supply Ability
200KG
Release date
2024-05-24
Hebei Zhuanglai Chemical Trading Co Ltd
Product
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 3680-69-1
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-18

3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidineRelated Search:

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