Cas no 866620-21-5 (5-Tert-butylpyridin-2-amine)

5-Tert-butylpyridin-2-amine structure
5-Tert-butylpyridin-2-amine structure
Product Name:5-Tert-butylpyridin-2-amine
CAS No:866620-21-5
MF:C9H14N2
MW:150.220861911774
MDL:MFCD12033220
CID:2102111
PubChem ID:20587962
Update Time:2024-10-26

5-Tert-butylpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-(1,1-dimethylethyl)-2-Pyridinamine
    • 5-tert-butylpyridin-2-amine
    • 5-(tert-butyl)pyridin-2-amine
    • 2-amino-5-(tert-butyl)pyridine
    • 2-Pyridinamine, 5-(1,1-dimethylethyl)-
    • 5-tert-butylpyridin-2-ylamine
    • MKEUSJZGHJDRHG-UHFFFAOYSA-N
    • 5-tert-Butyl-pyridin-2-ylamine
    • 5-(1,1-Dimethylethyl)-2-pyridinamine (ACI)
    • 5-tert-Butyl-2-pyridineamine
    • PB43618
    • AS-78036
    • D95143
    • SY199531
    • DB-358517
    • EN300-202769
    • MFCD12033220
    • CHEMBL1800271
    • SCHEMBL284446
    • CS-0187955
    • 866620-21-5
    • AKOS015945283
    • 5-Tert-butylpyridin-2-amine
    • MDL： MFCD12033220
    • Inchi： 1S/C9H14N2/c1-9(2,3)7-4-5-8(10)11-6-7/h4-6H,1-3H3,(H2,10,11)
    • InChI Key： MKEUSJZGHJDRHG-UHFFFAOYSA-N
    • SMILES： N1C(=CC=C(C=1)C(C)(C)C)N

Computed Properties

  • Exact Mass: 150.115698455g/mol
  • Monoisotopic Mass: 150.115698455g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 126
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 38.9

5-Tert-butylpyridin-2-amine Pricemore >>

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5-Tert-butylpyridin-2-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Diethylene glycol ;  72 h, reflux
2.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

Production Method 3

Reaction Conditions
1.1 Reagents: Cuprous cyanide Solvents: Tetrahydrofuran ;  -78 °C; 30 min, -78 °C
1.2 Solvents: Tetrahydrofuran ;  1 h, -78 °C; 16 h, rt
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 2 h, rt
2.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized, rt
Reference
Synthesis and evaluation of various heteroaromatic benzamides as analogues of -ylidene-benzamide cannabinoid type 2 receptor agonists
Moir, Michael; et al, Tetrahedron Letters, 2019, 60(36),

Production Method 4

Reaction Conditions
1.1 Reagents: Cyclohexanamine, N-cyclohexyl-, lithium salt (1:1) Catalysts: Tri-tert-butylphosphine ,  Bis(dibenzylideneacetone)palladium Solvents: Toluene ;  overnight, rt
2.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran ;  2 d, rt
3.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  10 min, rt
4.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Diethylene glycol ;  72 h, reflux
5.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

Production Method 5

Reaction Conditions
1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 2 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized, rt
Reference
Synthesis and evaluation of various heteroaromatic benzamides as analogues of -ylidene-benzamide cannabinoid type 2 receptor agonists
Moir, Michael; et al, Tetrahedron Letters, 2019, 60(36),

Production Method 6

Reaction Conditions
1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  10 min, rt
2.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Diethylene glycol ;  72 h, reflux
3.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

Production Method 7

Reaction Conditions
1.1 Reagents: Magnesium Solvents: Tetrahydrofuran
2.1 Reagents: Cuprous cyanide Solvents: Tetrahydrofuran ;  -78 °C; 30 min, -78 °C
2.2 Solvents: Tetrahydrofuran ;  1 h, -78 °C; 16 h, rt
3.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 2 h, rt
3.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized, rt
Reference
Synthesis and evaluation of various heteroaromatic benzamides as analogues of -ylidene-benzamide cannabinoid type 2 receptor agonists
Moir, Michael; et al, Tetrahedron Letters, 2019, 60(36),

Production Method 8

Reaction Conditions
1.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran ;  2 d, rt
2.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  10 min, rt
3.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Diethylene glycol ;  72 h, reflux
4.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

Production Method 9

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylacetamide ;  1 h, 0 °C
2.1 Reagents: Cyclohexanamine, N-cyclohexyl-, lithium salt (1:1) Catalysts: Tri-tert-butylphosphine ,  Bis(dibenzylideneacetone)palladium Solvents: Toluene ;  overnight, rt
3.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran ;  2 d, rt
4.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  10 min, rt
5.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Diethylene glycol ;  72 h, reflux
6.1 Reagents: Trifluoroacetic acid ;  5 h, rt
Reference
Synthesis of useful fragments in drug discovery: 2-Amino-5-tert-butylpyridine and its oxidized analogs
Thomson, Christopher G.; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(14), 4281-4283

5-Tert-butylpyridin-2-amine Raw materials

5-Tert-butylpyridin-2-amine Preparation Products

5-Tert-butylpyridin-2-amine Related Literature

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