| Identification | Back Directory | [Name]
2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline | [CAS]
1609394-10-6 | [Synonyms]
EOS-61512
BMS-986165 Related Compound 3
2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline
2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)benzenamine
Benzenamine, 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)- | [Molecular Formula]
C10H12N4O | [MDL Number]
MFCD30489435 | [MOL File]
1609394-10-6.mol | [Molecular Weight]
204.23 |
| Chemical Properties | Back Directory | [Boiling point ]
437.6±55.0 °C(Predicted) | [density ]
1.29±0.1 g/cm3(Predicted) | [solubility ]
DMSO (Slightly) | [form ]
Solid | [pka]
3.45±0.10(Predicted) | [color ]
Pale Orange to Brown | [InChI]
InChI=1S/C10H12N4O/c1-14-6-12-10(13-14)7-4-3-5-8(11)9(7)15-2/h3-6H,11H2,1-2H3 | [InChIKey]
FIAZRZSVFOMYSD-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=CC(C2N=CN(C)N=2)=C1OC |
| Hazard Information | Back Directory | [Chemical Properties]
white solid | [Uses]
2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline is used in the preparation of pyridazines which is a heterodimeric cytokines modulators for treatment of diseases. | [Synthesis]
To a high pressure reactor flushed with nitrogen were charged methanol (8.0 kg/kg) and Compound 6 (1.0 kg). With careful exclusion of oxygen, sodium bicarbonate (0.6 kg/kg, 2.0 equiv.) and Pd/C (10% loading, 50 % wet, 0.02 kg/kg) were added. The reactor was pressurized with hydrogen (41-46 psi), and the reaction mixture was aged at 20 °C for 6 h then heated to 45 °C and aged till reaction reached completion. The reactor was flushed with nitrogen, and the reaction crude was filtered to remove Pd/C. Methanol (5 kg/kg) was used to aid the transfer. The combined filtrates were distilled under vacuum until total volume became approximately 2.5 L/kg. Water (10 kg/kg) was added, and the crude was distilled under vacuum until total volume became approximately 2.5 L/kg. The crude was heated to 70 °C. Brine (25 wt%, 9.0 kg/kg) was added, and the resulting crude was agitated for 6 h at 70 °C. After cooling down to 0 °C, the crude was further aged for 6 h. Product was isolated by filtration. The cake was washed with brine (pre-cooled to 0 °C, 25 wt%, 2.0 kg/kg), and dried under vacuum at 45 °C. 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline was isolated in 99 AP and 88% yield.
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