| Identification | More | [Name]
3-Amino-6-chloro-2-picoline | [CAS]
164666-68-6 | [Synonyms]
2-CHLORO-3-AMINO-4-METHYLPYRIDINE
2-CHLORO-3-AMINO-4-PICOLINE
2-CHLORO-4-METHYLPYRIDIN-3-AMINE
2-CHLORO-4-METHYL-PYRIDIN-3-YLAMINE
3-AMINO-2-CHLORO-4-METHYLPYRIDINE
3-AMINO-2-CHLORO-4-PICOLINE
3-AMINO-6-CHLORO-2-METHYLPYRIDINE
3-AMINO-6-CHLORO-2-PICOLINE
5-AMINO-2-CHLORO-6-PICOLINE
6-CHLORO-2-METHYL-PYRIDIN-3-YLAMINE
ASINEX-REAG BAS 13794917
TIMTEC-BB SBB010194
2-methyl-3-amino-6-chloropyridine
5-AMINO-2-CHLORO-6-METHYLPYRIDINE
2-CHLORO-5-AMINO-6-PICOLINE
2-CHLORO-6-METHYL-5-AMINOPYRIDINE
5-Amino-2-chloro-6-methylpyridine (3-Amino-6-chloro-2-methylpyridine)
3-Pyridinamine,6-chloro-2-methyl-(9CI)
6-chloro-2-methylpyridin-3-amine
3-Amino-6-chloro-2-picoline ,97% | [Molecular Formula]
C6H7ClN2 | [MDL Number]
MFCD00673152 | [Molecular Weight]
142.59 | [MOL File]
164666-68-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
93-94℃ | [Boiling point ]
232.49°C (rough estimate) | [density ]
1.2124 (rough estimate) | [refractive index ]
1.4877 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
Solid | [pka]
1.79±0.10(Predicted) | [color ]
Pale yellow | [Detection Methods]
HPLC | [CAS DataBase Reference]
164666-68-6(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Uses]
6-Chloro-2-methylpyridin-3-amine has been used as a reactant in the preparation of Pyrido[3,2-e][1,4]diazepine derivatives with anti-HIV-1-activity. | [Synthesis]
Step 1: Synthesis of 6-chloro-2-methylpyridin-3-amine (44). 2-Chloro-5-nitro-6-methylpyridine (43, 5 g, 29 mmol) was dissolved in ethanol (20 mL) and concentrated hydrochloric acid was added slowly with stirring. Powdered hydrochloric acid (16.2 g, 289 mmol) and additional concentrated hydrochloric acid (20 mL) were added in batches over 30 minutes at room temperature. After addition, stirring was continued for 30 minutes at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water was added to the residue and neutralized with sodium bicarbonate to neutral. Subsequently, ethyl acetate was added for extraction and the two-phase mixture was filtered through diatomaceous earth and washed with ethyl acetate. The organic phase was separated, washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate and concentrated to give the target product 44 (4.1 g, 99% yield) as a yellow solid. | [References]
[1] Patent: WO2017/4608, 2017, A1. Location in patent: Paragraph 0164
[2] Patent: WO2017/4609, 2017, A1. Location in patent: Paragraph 0235
[3] Archiv der Pharmazie, 1995, vol. 328, # 3, p. 247 - 255
[4] Chemistry of Heterocyclic Compounds, 1996, vol. 32, # 10, p. 1173 - 1177
[5] Journal of the American Chemical Society, 1947, vol. 69, p. 63,66 |
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