5,7-Dichloropyrazolo[1,5-a]pyrimidine

HCID 11074154CAS 57489-77-7

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Grundinformationen

Standard-SMILES: Clc1cc(Cl)n2nccc2n1
InChIKey: JMTFWCYVZOFHLR-UHFFFAOYSA-N
Summenformel: C6H3Cl2N3
Durchschnittliche Molmasse: 188,01 g/mol
Monoisotopische Masse: 186,97040246

Namen und Bezeichner

Bevorzugter Name: 5,7-Dichloropyrazolo[1,5-a]pyrimidine
IUPAC: 5,7-dichloropyrazolo[1,5-a]pyrimidine
Englischer Name: 5,7-Dichloropyrazolo[1,5-a]pyrimidine
Summenformel: C6H3Cl2N3
Molmasse: 188.01

Namen und Synonyme

5,7-Dichloropyrazolo[1,5-a]pyrimidine57489-77-75,7-dichloropyrazolo(1,5-a)pyrimidineDTXSID50454231RefChem:298820DTXCID40405050890-692-8MFCD08273918PYRAZOLO[1,5-A]PYRIMIDINE, 5,7-DICHLORO-SCHEMBL29869CHEMBL3747320BDBM50500533

Weitere Namen anzeigen

oropyrazoLo[1,5-a]pyrimidine7-dichloropyrazolo[15,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE CAS 57489-77-7

AKOS006286728CS-W003486GS-65925,7-Dichloro-pyrazolo[1,5-a]pyrimidineBCP100315,7-DichAM20100408FT-0650393

Datenbank-Bezeichner

CAS: 57489-77-7
PubChem CID: 11074154
DTXSID: DTXSID50454231
ChEMBL: CHEMBL3747320
EC Number: 890-692-8
Nikkaji: J1.087.013E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,2
Polarare Oberfläche (TPSA): 30,2 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 11
Formalladung: 0
Komplexität: 155

Physikochemische Eigenschaften

Schmelzpunkt: 68 · 68-71 °C(Solv: ethanol (64-17-5))
Dichte: 1.69 · 1.69±0.1 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
pka: -1.68 · -1.68±0.30(Predicted)
Aggregatzustand: Solid
Farbe: Off-white to yellow
InChI: InChI=1S/C6H3Cl2N3/c7-4-3-5(8)11-6(10-4)1-2-9-11/h1-3H
InChIKey: JMTFWCYVZOFHLR-UHFFFAOYSA-N
SMILES: C12=CC=NN1C(Cl)=CC(Cl)=N2

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (33.3%)

Sicherheitsdaten

hs_code: 2933599590

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden5,7-Dichloropyrazolo[1,5-a]pyrimidine is a pharmaceutical intermediate compound that can be used in a palladium-catalysed pharmaceutical synthesis cross-coupling reaction. 2,4-Dichloroquinoline reacts with benzylzinc and phenylzinc reagents in the presence of catalytic quantities of palladium complexes to yield only α-substituted products.2,4-Dichloroquinolines have been found to react with benzylzinc and phenylzinc reagents in catalytic amounts of palladium compounds to produce only α-substituted products. LiCl was found to be an effective additive for γ-selective coupling reactions. These α- or γ-selective coupling conditions are applicable to the reaction of 5,7-Dichloropyrazolo[1,5-a]pyrimidine and biphenylmethyl zinc reagents in the synthesis of angiotensin II receptor antagonists. This regioselectivity should be generally applicable to other α,γ-dichloropyrazine systems[1].