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35808-68-5

35808-68-5 Structure

35808-68-5 Structure
IdentificationBack Directory
[Name]

4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine
[CAS]

35808-68-5
[Synonyms]

NSC 344519
4-Chloro-6-Methyl-7H-pyrr...
4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine
4-chloro-6-methyl-1H-pyrrolo[2,3-d]pyrimidine
1H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-6-methyl-
7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-6-methyl-
[EINECS(EC#)]

205-525-8
[Molecular Formula]

C7H6ClN3
[MDL Number]

MFCD09033903
[MOL File]

35808-68-5.mol
[Molecular Weight]

167.598
Chemical PropertiesBack Directory
[Boiling point ]

292.2±50.0 °C(Predicted)
[density ]

1.51±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

11.49±0.40(Predicted)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine(35808-68-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyri midine

252723-16-3

4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

35808-68-5

Synthesis of compound 18.3. A mixture of potassium tert-butoxide (450 mg, 4 mmol) and 7-benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (250 mg, 0.8 mmol) in tetrahydrofuran (7.5 mL) was stirred for 16 hours at room temperature. After completion of the reaction, saturated sodium bicarbonate solution was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate (3 × 100 mL), the organic layers were combined, washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by fast column chromatography with petroleum ether/ethyl acetate (100/0 to 0/100, v/v) as eluent to afford 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (Compound 18.3, 118 mg, 87% yield).1H NMR (200 MHz, DMSO-d6) δ 12.5 (br s, 1H) 8.47 (s, 1H), 6.29 (s, 1H), 2.42 (s, 3H). Mass spectrum (MS) m/z 168 [M + H]+.

[References]

[1] Patent: US2009/5359, 2009, A1. Location in patent: Page/Page column 26
[2] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 1103 - 1110
[3] Patent: WO2012/158795, 2012, A1. Location in patent: Page/Page column 102
[4] Patent: WO2012/158764, 2012, A1. Location in patent: Page/Page column 215-216
[5] Patent: WO2013/191965, 2013, A1. Location in patent: Page/Page column 191
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