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ChemicalBook--->CAS DataBase List--->1609394-10-6

1609394-10-6

1609394-10-6 Structure

1609394-10-6 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331
[Precautionary statements ]

P261-P280-P301+P310-P311
Hazard InformationBack 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.
synthesis of 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline
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