2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE
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![2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/2727660cfabf4e74b6ecfa83fe7889a4.png "2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE")
2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE
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CAS No:
1119280-66-8
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Formula:
C6H4ClN3
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Chemical Name:
2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE
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Synonyms:
2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE;2-Chloro-5H-pyrrolo[3,2-d...;2-chloro-5H-pyrrolo[3;5H-Pyrrolo[3,2-d]pyriMidine, 2-chloro-
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CAS No:
2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE Basic Attributes
153.56906
153.009369
DTXSID40672149
2933990090
2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE Use and Manufacturing
2, 4-dichloro-5H-pyrrolo[3, 2-d]pyrimidine (134 mg, 0.71 mmol), NaHCOCompoundII-5 (300.00g, 1.59mol, 1.0eq.) Was dissolved in methanol (2.4L), and thecontrol was added at 25 Zincpowder (417.34g, 6.38mol, 4.0eq.) And acetic acid (600mL, 10.49mol, 6.6eq.), Heated to reflux for 2 hoursWhen, TLC monitored the reaction was complete. The reaction solution was cooled to 30, suction filtration (100mL × 2) rinsed inmethanol. The filtrate was spin dry, pourInto 2Lof water, to precipitate a solid. Suction filtration (500mL × 3) washing withwater, drying the cake to give a yellow solid Compound I-5 156.5g, Yield 64.12percent.To a solution of 2, 4-dichloro-5H-pyrrolo[3, 2-d]pyrimidine (6.6 g, 35.3 mmol) in ethanol (200 mL) was added sodium hydrogen carbonate (2.96 g) and Palladium on carbon (10percent, 0.66 g). The mixture was stirred under an atmosphere of hydrogen at room temperature for 3 h. The mixture was filtered then filtrate absorbed onto silica gel. Flash chromatography, eluting with chloroform/methanol 4/1, afforded 2-chloro-5H- pyrrolo[3, 2-d]pyrimidine (3.3 g, 61percent). Also recovered from the column was 5H- pyrrolo[3, 2-d]pyrimidine (1.5 g)2-Chloro-5H-pyrrolor3, 2-dlpyrimidine (1001):A solution of produ of Example 10 g, mmol) in acetic acid (20 mL) was stirred at 140 °C for 4 h. Acetic acid was removed in high vacuo, the residue was co- distilled with toluene to afford title compound (0.22 g, 88percent>) as a yellow solid, which was carried on to the next step without further purification. 1H NMR (400MHz, DMSO-d
Computed Properties
Molecular Weight:153.57
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:153.0093748
Monoisotopic Mass:153.0093748
Topological Polar Surface Area:41.6
Heavy Atom Count:10
Complexity:130
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE
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