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934524-10-4

934524-10-4 Structure

934524-10-4 Structure
IdentificationBack Directory
[Name]

2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyriMidine
[CAS]

934524-10-4
[Synonyms]

,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyriMidine
2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyriMidine
2,4-Dichloro-7-(p-tolylsulfonyl)pyrrolo[2,3-d]pyrimidine
2,4-dichloro-7-(4-methylphenyl)sulfonylpyrrolo[2,3-d]pyrimidine
2,4-Dichloro-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyriMidine
2,4-dichloro-7-(4-methylbenzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidine
2,4-Dichloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine
7H-Pyrrolo[2,3-d]pyriMidine, 2,4-dichloro-7-[(4-Methylphenyl)sulfonyl]-
[Molecular Formula]

C13H9Cl2N3O2S
[MDL Number]

MFCD13193624
[MOL File]

934524-10-4.mol
[Molecular Weight]

342.2
Chemical PropertiesBack Directory
[Melting point ]

163-164°
[Boiling point ]

447.1±55.0 °C(Predicted)
[density ]

1.59
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

0.47±0.30(Predicted)
[Appearance]

Off-white to light yellow Solid
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyriMidine(934524-10-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE

90213-66-4

Tosyl chloride

98-59-9

2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyriMidine

934524-10-4

Using 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (1.00 g, 5.32 mmol) and p-toluenesulfonyl chloride (1.115 g, 5.85 mmol) as the raw materials, the two were dissolved in dichloromethane (20 mL) along with tetrabutylammonium hydrogen sulfate (0.090 g, 0.27 mmol) at room temperature. Subsequently, 50% aqueous sodium hydroxide solution (1 mL) was added to the reaction mixture and stirred at room temperature for 30 min. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was diluted with deionized water and dichloromethane and the organic layer was separated. The organic layer was concentrated by vacuum evaporation to give a light yellow solid. The crude product was purified by column chromatography (100% dichloromethane as eluent) to afford the target product 2,4-dichloro-7-toluenesulfonyl-7H-pyrrolo[2,3-d]pyrimidine (1.76 g, 97% yield) as a white solid. The mass spectrum (LCMS) showed [M + H]+ m/z 342. 1H NMR (400 MHz, chloroform-d) δ ppm: 8.14 (d, J = 8.59 Hz, 2H), 7.78 (d, J = 3.79 Hz, 1H), 7.39 (d, J = 8.59 Hz, 2H), 6.70 (d, J = 3.79 Hz, 1H). 2.45 (s, 3H).

[References]

[1] Patent: WO2010/38060, 2010, A1. Location in patent: Page/Page column 68-69
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 1, p. 144 - 158
[3] Patent: WO2010/123919, 2010, A2. Location in patent: Page/Page column 55
[4] Patent: WO2017/106771, 2017, A1. Location in patent: Paragraph 00397
[5] Patent: WO2017/133667, 2017, A1. Location in patent: Page/Page column 400
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