2-CHLOROQUINAZOLIN-4-AMINE
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2-CHLOROQUINAZOLIN-4-AMINE
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CAS No:
59870-43-8
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Formula:
C8H6ClN3
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Chemical Name:
2-CHLOROQUINAZOLIN-4-AMINE
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Synonyms:
IFLAB-BB F2108-0111;2-CHLOROQUINAZOLIN-4-AMINE;Nsc75185;2-Chloroquinazolin-4-ylamine;2-chloro-4-Quinazolinamine;2-Chloro-4-aminoquinazoline;4-Quinazolinamine,2-chloro-;4-Amino-2-chloroquinazoline
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CAS No:
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
2-CHLOROQUINAZOLIN-4-AMINE Use and Manufacturing
To a solution of 2, 4-dichloroquinazoline (2.0 g, 10 mmol) in THF (10 mL), was added ammonia (28-30percent in water, 18 mL). 4-[1-(4-Aminoquinazolin-2-yl)piperidin-4-ylamino]benzoic acid tert-butyl ester (17) 4-[1-(4-Aminoquinazolin-2-yl)piperidin-4-ylamino]benzoic acid tert-butyl ester (17). in place of 1-(3, 4-dimethoxyphenyl)-3-cyanourea, there is produced, respectively: (a) A solution of 2-chloroquinazoline-4-amine and aniline was stirred in a pressure tube at 80 C for 16 h. The solvent was rotary evaporated and the crude material was treated with saturated, aq. NaHCCh, extracted with CH2CI2 (3 x), dried (MgS04) and the solvent was rotary evaporated. The crude was purified by silica gel chromatography (C^Ch/MeOH, 30: 1 v/v) to give AS224 as a colorless solid (8.30 mg, 43%); NMR (600 MHz, DMSO-^e) d 9.96 (br s, 1H), 8.22 (d, J= 8.2 Hz, 1H), 7.94 (br s, 2H), 7.72 - 7.67 (m, 1H), 7.66 - 7.62 (m, 1H), 7.47 - 7.42 (m, 4H), 7.40 - 7.35 (m, 1H), 7.25 - 7.19 (m, 1H), 6.20 (s, 1H); 13C NMR (150 MHz, DMSO-^e) d 156.4, 152.6, 139.4, 138.3, 132.7, 130.0, 125.4, 123.8, 123.7, 123.3, 119.8, 114.9, 86.6; ESI-MS m/z 235.9 [M+H]+; HRMS-ESI (m/z): [M+H]+: calcd. for C15H14N3: 236.1182, found: 236.1180; HPLC: System 1 : tR = 15.5 min, purity 99%, System 2: tR = 14.3 min, purity 99%.