6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

Base Information

• Chemical Name: 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide
• CAS No.: 1263419-21-1
• Molecular Formula: C₁₅H₂₁N₅O
• Molecular Weight: 287.365
• Mol file: 1263419-21-1.mol

Synonyms:6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

Chemical Property of 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

There total 12 articles about 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

4-((1S,2R)-2-methylcyclohexylamino)-6-nitropyrrolo[1,2-b]pyridazine-3-carboxamide (1263419-20-0) → 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide (1263419-21-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; ethyl acetate; for 5h; under 2585.81 Torr;

Reference yield:

methyl 4-nitropyrrole-2-carboxylate (13138-74-4) → 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide (1263419-21-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide; tetrahydrofuran / 0.25 h / -10 °C

1.2: 20 h / 20 °C

2.1: hydrogenchloride / ethanol; water / 15 h / Reflux

2.2: 1 h / 80 °C

2.3: pH 1

3.1: N,N-diethylaniline; trichlorophosphate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile / 1 h / 80 °C

4.1: triethylamine / N,N-dimethyl-formamide / 20 °C

5.1: ammonium hydroxide; dihydrogen peroxide / ethanol; water / 16 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; ethanol / 5 h / 2585.81 Torr

With hydrogenchloride; ammonium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; dihydrogen peroxide; triethylamine; N,N-diethylaniline; lithium hexamethyldisilazane; trichlorophosphate; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-Methylcyclohexanone (583-60-8) → 6-amino-4-((1S,2R)-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide (1263419-21-1)

Guidance literature:

Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / benzene / 72 h / Reflux

2: hydrogen / ethanol / 24 h / 3102.97 Torr

3: hydrogen / palladium 10% on activated carbon / ethanol / 24 h / 2585.81 Torr

4: triethylamine / N,N-dimethyl-formamide / 20 °C

5: ammonium hydroxide; dihydrogen peroxide / ethanol; water / 16 h / 20 °C

6: hydrogen / palladium 10% on activated carbon / ethyl acetate; ethanol / 5 h / 2585.81 Torr

With ammonium hydroxide; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; triethylamine; palladium 10% on activated carbon; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide; benzene;

upstream raw materials:

methyl 4-nitropyrrole-2-carboxylate

2-Methylcyclohexanone

2,2,2-trichloro-1-(4-nitro-1H-pyrrol-2-yl)ethan-1-one

pyrrol-2-yl trichloromethyl ketone

Refernces