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
More
Less

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)
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

More
Less

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
Alfa Aesar, Thermo Fisher Scientific
Tel
--
Fax
--
Email
es@alfa.com
Country
Germany
ProdList
5123
Advantage
58
CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
Porphyrin Systems
Tel
--
Fax
--
Email
hombrecher@porphyrin-systems.de
Country
Germany
ProdList
444
Advantage
50
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
SYNTHON Chemicals GmbH & Co. KG
Tel
--
Fax
--
Email
synthon@synthon-chemicals.com
Country
Germany
ProdList
2000
Advantage
65
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ACTIVATE SCIENTIFIC GmbH
Tel
--
Fax
--
Email
info@activate-scientific.com
Country
Germany
ProdList
2856
Advantage
61
More
Less

View Lastest Price from 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine manufacturers

Jinan Finer Chemical Co., Ltd
Product
4-Chloropyrrolo[2,3-d]pyrimidine 3680-69-1
Price
US $22.00-20.00/KG
Min. Order
100 mkg
Purity
99%
Supply Ability
20mt
Release date
2019-03-21
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:

Indole Pyrimidine Polyvinylpyrrolidone Epichlorohydrin 1-CHLOROMETHYL-1H-1,2,4-TRIAZOLE N-Methyl-2-pyrrolidone Sodium thiosulfate pentahydrate 4-Chloropyrimidine 6-Chloropurine DEAZAPURINE N-((3R,4R)-1-benzyl-4-Methylpiperidin-3-yl)-N-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine Methyl 4-chloropicolinate 4-Chloropyridinium chloride 2-Pyridinecarbonitrile,4-hydroxy-(9CI) Lithium hydroxide monohydrate N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine 1-BENZYL-N,4-DIMETHYLPIPERIDIN-3-AMINE DIHYDROCHLORIDE

  • 4-CHLORO-1H-PYRROLO(2,3-D)PYRIMIDINE
  • 4-CHLOROPYRROLO[2,3-D]PYRIMIDINE
  • 4-CHLORO-7H-PYRROLO[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
  • 4-Chloro-1H-pyrrolo[2,3-d]pyrimidine4-Chloropyrrolo[2,3-d]pyrimidine
  • 6-Chloro-7-deazapurin
  • 4-CHLORO-4H-PYRROLO[2,3-D]PYRIMIDINE
  • 6-CHLORO-7-DEAZAPURINE 98.5%
  • 6-Chloro-7-deazapurine, 4-Chloro-1H-pyrrolo[2,3-d]pyrimidine
  • 4-METHYL-2,5-DIAMINETHIAZOLE
  • 3-d)pyrimidine,4-chloro-7h-pyrrolo(
  • 4-Chloropyrrolo[2,3-d]pyrimidine 4-Chloro-1H-pyrrolo[2,3-d]pyrimidine
  • Tofacitinib int-2 4-Chloropyrrolo[2,3-d]pyrimidine
  • 4-chloro-7H-pyrrolo[3,2-e]pyrimidine
  • 4-Chloro-(2,3-d)pyrimidine
  • 4-Chloro-7H-pyrrolo[2,3-d]pyridine
  • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine(Cas number：3680-69-1)
  • 4-chloropyrrolopyrimidine
  • 6-CHLORO-7-DEAZAPURINE 4-CHLORO-7
  • 4-Chloropyrro[2,3-d] pyriMidine
  • Tofacitinib Impurity Q
  • Tofacitinib citrate intermediate
  • Tofacitinib-6
  • Chloro-7-deazapurine
  • 7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-
  • Brn 0607871
  • Nsc 64952
  • 4-chloro-7H-pyrrolo[2,3-d]pyrimidine/6-Chloro-7-deazapurine
  • 6-Chloro-7-deazapurine ,98%
  • 4-chloro-7,7a-dihydro-4aH-pyrrolo[2,3-d]pyrimidine
  • 4-chloro-7H-pyrrolo[2,3-d]pyrimidine(SALTDATA: FREE)
  • 4-Chloropyrrolo[2,3-d]pyriMidine 6-Chloro-7-deazapurine
  • 7H-pyrrolo[2,3-d]pyriMidine, 6-Chloro-7-deazapurine
  • 4-chloro-7H-pyrollo[2,3d]pyriMidine
  • 4-Methyl-1,3-thiazole-2,5-diaMine
  • Tofacitinib interMediate C
  • Tofacitib impurity Q
  • oro-7-deazapurine
  • 6-Chloro-7-deazapurine&gt
  • 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta
  • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine USP/EP/BP
  • -Chloro-7H-pyrrolo[2,3-d]pyrimidine
  • -Chloropyrrolo(2,3-d)pyrimidine
  • Azilsartan medoxomil impurity348
  • 4-Chloro-1H-pyrrolo(2,3-d)pyrimidine(3680-69-1)
  • 4-Chloro-7H-pyrrolo[2,3-d]py
  • 4-chloropyrropyrimidine
  • Tofatinib Impurity 6
  • 4-Chloro-7H-pyrrolo4-Chloro-7H-pyrrolo[2,3-d]pyrimidine[2,3-d]pyrimidine
  • Baricitinib intermediate 3
  • 4-Chloropyrrolidone pyrimidine
  • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidin
  • 3680-69-1
  • Fused Ring Systems
  • Heterocyclic Building Blocks
  • Heterocycle-Pyrimidine series
  • Baricitinib