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

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

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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

Henan Fengda Chemical Co., Ltd

Product: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 3680-69-1
Price: US $5.00-0.10/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-03

Hebei Xinsheng New Material Technology Co., LTD.

Product: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 3680-69-1
Price: US $35.00-25.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 Ton
Release date: 2023-11-16

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

3680-69-1

Fused Ring Systems

Heterocyclic Building Blocks

Heterocycle-Pyrimidine series

Baricitinib

Ruxolitinib