ChemicalBook >> CAS DataBase List >>4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

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
Molecular Weight:
283.83
MDL Number:
MFCD11857752
MOL File:
941685-26-3.mol
Last updated:2025-07-24 18:13:48

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
HazardClass  IRRITANT

4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC C351280 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 941685-26-3 250mg $65 2021-12-16 Buy
SynQuest Laboratories 8H80-5-05 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine 97.0% 941685-26-3 250mg $90 2021-12-16 Buy
SynQuest Laboratories 8H80-5-05 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine 97.0% 941685-26-3 1g $190 2021-12-16 Buy
American Custom Chemicals Corporation ORS0004029 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE 95.00% 941685-26-3 1G $191.1 2021-12-16 Buy
SynQuest Laboratories 8H80-5-05 4-Chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine 97.0% 941685-26-3 5G $490 2021-12-16 Buy
Product number Packaging Price Buy
C351280 250mg $65 Buy
8H80-5-05 250mg $90 Buy
8H80-5-05 1g $190 Buy
ORS0004029 1G $191.1 Buy
8H80-5-05 5G $490 Buy

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

2-(Trimethylsilyl)ethoxymethyl chloride

76513-69-4

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

3680-69-1

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

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

76513-69-4
3680-69-1
941685-26-3
Synthesis of 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE from 2-(Trimethylsilyl)ethoxymethyl chloride and 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

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

Global( 183)Suppliers
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PharmOrgSyn Laboratories Co., Ltd.
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View Lastest Price from 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE manufacturers

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4-Chloro-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine pictures 2025-09-24 4-Chloro-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine
941685-26-3
US $0.00 / kg 1kg 99% 500kg Shanghai Joiny Pharmaceutical Co.,LTD
4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE pictures 2025-07-25 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
941685-26-3
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE pictures 2025-07-08 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
941685-26-3
US $0.00-0.00 / kg 1kg 99% 500KG Hangzhou ICH Biofarm Co., Ltd

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

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