| Identification | More | [Name]
2-ACETYLAMINO-5-BROMOPYRIDINE | [CAS]
7169-97-3 | [Synonyms]
2-ACETAMIDO-5-BROMOPYRIDINE
2-ACETYLAMINO-5-BROMOPYRIDINE
N-(5-BROMO-PYRIDIN-2-YL)-ACETAMIDE
N-ACETYLAMINO-5-BROMOPYRIDINE
2-ACETYLAMINO-5-BROMOPYRIDINE, PURISS, 98% | [EINECS(EC#)]
626-709-0 | [Molecular Formula]
C7H7BrN2O | [MDL Number]
MFCD00468968 | [Molecular Weight]
215.05 | [MOL File]
7169-97-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
175-179 °C (lit.) | [Boiling point ]
372.2±27.0 °C(Predicted) | [density ]
1.630±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to crystal | [pka]
12.94±0.70(Predicted) | [color ]
White to Light yellow | [InChI]
1S/C7H7BrN2O/c1-5(11)10-7-3-2-6(8)4-9-7/h2-4H,1H3,(H,9,10,11) | [InChIKey]
MJFCOXATGBYERZ-UHFFFAOYSA-N | [SMILES]
CC(=O)Nc1ccc(Br)cn1 | [CAS DataBase Reference]
7169-97-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [WGK Germany ]
3
| [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
2-Acetamido-5-bromopyridine is a chemical reagent used in the synthesis of novel Bcr-Abl inhibitors with diacylated piperazine felxible linkers. Also used to produce hetero-monocyclic derivatives as even more potent inhibitors of BCR-ABL. | [Synthesis]
2-Amino-5-bromopyridine (86.50 g, 500 mmol), acetic anhydride (153 g, 1500 mmol) and 850 mL of acetic acid were added to a 2000 mL single-necked round-bottomed flask with a magnetic stirrer turned on. The reaction mixture was stirred at 100 °C for 9 hours. After confirming the complete reaction of 2-amino-5-bromopyridine by thin layer chromatography (TLC) and gas chromatography (GC) monitoring, water was added to the reaction solution. Subsequently, the reaction was filtrated and the filter cake was washed with a solvent mixture of ethyl acetate and n-hexane (1:4, v/v) to obtain the pure product 2-acetamido-5-bromopyridine. The filtrate was extracted with ethyl acetate, and the extract was concentrated by rotary evaporation to obtain the crude product, which was recrystallized with a mixed solvent of ethyl acetate and hexane (1:4, v/v) and further purified to obtain 2-acetamido-5-bromopyridine. The product was dried and the calculated yield was 75.40%, and the purity was 99.68% as determined by high performance liquid chromatography (HPLC). | [References]
[1] Patent: CN103601745, 2017, B. Location in patent: Paragraph 0029; 0030
[2] Tetrahedron Letters, 2002, vol. 43, # 17, p. 3121 - 3123
[3] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 205
[4] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0480; 0481
[5] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0414 |
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