4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

Uses

Product Name: 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
CAS No.: 941685-26-3
Chemical Name: 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
Synonyms: 7-((2-(triMethylsilyl)ethoxy)Methyl)-4-chloro-7H-pyrrolo[2,3-d]pyriMidine;Baritinib impurity 9;Baricitinib Impurity 72;Ruxolitinib SEM Chloro pyrimidine;4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl-7H-pyrrolo[2,3-...;2-[(4-CHLOROPYRROLO[2,3-D]PYRIMIDIN-7-YL)METHOXY]ETHYL-TRIMETHYLSILANE;4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrolo[2,3-D]pyrimidine;4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE;4-Chloro-7-[[2-(trimethylsilanyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine;7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-7-[[2-(triMethylsilyl)ethoxy]Methyl]-
CBNumber: CB42467652
Molecular Formula: C12H18ClN3OSi
Formula Weight: 283.83
MOL File: 941685-26-3.mol

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4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE Property

Boiling point:: 368.3±37.0 °C(Predicted)
Density: 1.17±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 3.00±0.30(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C12H18ClN3OSi/c1-18(2,3)7-6-17-9-16-5-4-10-11(13)14-8-15-12(10)16/h4-5,8H,6-7,9H2,1-3H3
InChIKey: YWBDBLXIRAQZIH-UHFFFAOYSA-N
SMILES: C1=NC(Cl)=C2C=CN(COCC[Si](C)(C)C)C2=N1

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Safety

Hazard Codes: Xn
Risk Statements: 22
HazardClass: IRRITANT

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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: C351280
Product name: 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
Packaging: 250mg
Price: $65
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H80-5-05
Product name: 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine
Purity: 97.0%
Packaging: 250mg
Price: $90
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H80-5-05
Product name: 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine
Purity: 97.0%
Packaging: 1g
Price: $190
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: ORS0004029
Product name: 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
Purity: 95.00%
Packaging: 1G
Price: $191.1
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H80-5-05
Product name: 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine
Purity: 97.0%
Packaging: 5G
Price: $490
Updated: 2021/12/16

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4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE Chemical Properties,Usage,Production

Uses

4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine is used in the design and preparation of ruxolitinib-vorinostat conjugate derivatives which have dual inhibitory activity against Janus kinase (JAK) and histone deacetylase (HDAC).

Uses

4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine is used in the design and preparation of ruxolitinib-vorinostat conjugate derivatives which have dual inhibitory activity against Janus kinase (JAK) and histone deacetylase (HDAC).

Synthesis

76513-69-4

3680-69-1

941685-26-3

Sodium hydride (340 mg, 60% dispersed in mineral oil) was added in two portions to a solution of 4-chloropyrrolo[2,3-d]pyrimidine (3a) (1.0 g, 6.5 mmol) in anhydrous DMF (15 mL) under the cooling conditions of an ice-salt bath, keeping the reaction temperature at 0 °C. The reaction temperature was controlled not to exceed 10 °C under nitrogen protection with continuous stirring for 1 hour. Subsequently, 2-(trimethylsilyl)ethoxymethyl chloride (SEMCl) (1.4 g, 8.5 mmol) was slowly added via syringe while ensuring that the temperature did not exceed 10 °C. The reaction mixture was gradually warmed to room temperature and stirring was continued overnight. After completion of the reaction, the reaction was quenched with water, extracted with ethyl acetate (EA) and the organic phase was dried over anhydrous sodium sulfate and concentrated. Purification by preparative fast chromatography (eluent: petroleum ether/ethyl acetate = 19:1) afforded 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (3b) (1.834 g, oily product) in 97% yield. Mass spectrum (ESI, m/z): 284 [M + H]+.

References

[1] Patent: EP3360878, 2018, A1. Location in patent: Paragraph 0094; 0095
[2] Patent: CN107226814, 2017, A. Location in patent: Paragraph 0051-0052
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 20, p. 8336 - 8357
[4] Patent: EP3235819, 2017, A1. Location in patent: Paragraph 0122; 0123
[5] Patent: CN107513067, 2017, A. Location in patent: Paragraph 0082; 0083; 0084; 0085

4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE Suppliers

China 170 India 2 United Kingdom 1 United States 8 Global 181

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View Lastest Price from 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

Product: 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 941685-26-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: Customise
Release date: 2025-11-28

Shanghai Joiny Pharmaceutical Co.,LTD

Product: 4-Chloro-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine 941685-26-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500kg
Release date: 2025-03-07

Shaanxi Dideu New Materials Co. Ltd

Product: 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE 941685-26-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-19

941685-26-3, 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINERelated Search:

[4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate 3-(cyanomethyl)-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylmethyl methanesulfonate (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 4-(1H-Pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (4-(1-(3-(cyanomethyl)-1-(ethylsulfonyl)azetidin-3-yl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate

4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

7-((2-(triMethylsilyl)ethoxy)Methyl)-4-chloro-7H-pyrrolo[2,3-d]pyriMidine

7H-Pyrrolo[2,3-d]pyriMidine, 4-chloro-7-[[2-(triMethylsilyl)ethoxy]Methyl]-

2-[(4-CHLOROPYRROLO[2,3-D]PYRIMIDIN-7-YL)METHOXY]ETHYL-TRIMETHYLSILANE

4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl-7H-pyrrolo[2,3-...

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrolo[2,3-D]pyrimidine

Baricitinib Impurity 72

Ruxolitinib SEM Chloro pyrimidine

Baritinib impurity 9

4-Chloro-7-[[2-(trimethylsilanyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine

941685-26-3

C12H18ClN3OSi