2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine
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![2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/8587eaf4643d455eacbeb32a1393325e.png "2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine")
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine
structure -
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CAS No:
90213-66-4
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Formula:
C6H3Cl2N3
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Chemical Name:
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine
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Synonyms:
7H-Pyrrolo[2,3-d]pyrimidine,2,4-dichloro-;1H-Pyrrolo[2,3-d]pyrimidine,2,4-dichloro-;2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine;2,4-Dichloro-1H-pyrrolo[2,3-d]pyrimidine
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CAS No:
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine Basic Attributes
188.01
188.01
618-507-6
DTXSID80556131
29335990
Characteristics
41.6
2.6
Solid
1.79±0.1 g/cm3(Predicted)
247-250 °C @ Solvent: Chloroform
312ºC at 760 mmHg
142.5ºC
1.805
soluble in DMSO, ethyl acetate and methanol. Slightly soluble in water.
Refrigerator
Safety Information
IRRITANT
25-36-36/37/38-22
26-45-28-36
T
P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H301
|Danger|H301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 5 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine Use and Manufacturing
Preparation of 2, 4-dichloro-7H-pyrrolo[2, 3-d]pyrimidine:; A reactor was equipped with 7H-pyrrolo[2, 3-d]pyrimidine-2, 4-diol(10.0g, 66.2 mmol) and toluene (30 ml) with stirring. Phosphorusoxychloride (18.5 ml, 198.5 mmol) was added and the reactor was warmed to 7OStep 2: A suspension of 7H-Pyrrolo[2, 3-d]pyrimidine-2, 4-diol (2.25 g, 0.015 mol) in phenylphosphinic dichloride (PhPOClA suspension of 7H-pyrrolo [2, 3-d]pyrimidine-2, 4-diol (2.25 g, 0.015 mol) in PhPOClStep 3 2, 4-Dichloro-7H-pyrrolo[2, 3-d]pyrimidineA solution of 7H-Pyrrolo[2, 3-d]pyrimidine-2, 4-diol (1.28 g; 8.5 mmol) in phenylphosphonic dichloride (7 ml) was heated at 165 Example 7 EPO To a suspension of 33 (5.75 g, 38.0 mmol) in toluene (30 mL) under argon, was added POd3 (10.6 mL, 114 mmol). To the mixture DIPEA (13.3 mL, 76.1 mmol) was added drop-wise over a period of 2.5 h at 70 °C, and then the temperature was increased to 108 °C and stirring continued for 14 h. The reaction mixture was cooled to room temperature and then poured into a mixture of 150 mL ethyl acetate and 200 mL ice cold water, and then filtered through a pad of Celite. The aqueous layer was extracted with ethyl acetate (3 x 200 mL) and the combined organic layers were washed with brine and concentrated to give the 34 (3.42 g, 48percent) as a light- brown solid. ‘H-NMR (400 MHz, DMSO-d6) ö 12.79 (s, 1H), 7.94 — 7.24 (m, 1H), 6.66 (ddd, J= 5.3, 3.5, 1.7 Hz, 1H); MS (m/z): [Mdi 188.03.
Computed Properties
Molecular Weight:188.01
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:186.9704025
Monoisotopic Mass:186.9704025
Topological Polar Surface Area:41.6
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine
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