RSC AdvancesRSC‐Advances A novel multicomponent microwave‐assisted synthesis of...

RSC‐Advances

A novel multicomponent microwave‐assisted synthesis of 5‐aza‐adenines

(Supplementary Information)

Anton V. Dolzhenko,*a,b Svetlana A. Kalinina,c Dmitrii V. Kalininca School of Pharmacy, Monash University Sunway Campus, Jalan Lagoon Selatan, Bandar Sunway, Selangor 46150, Malaysia. Fax: +603 551406207; Tel: +603 55145867; E‐mail: anton.dolzhenko@monash.edub School of Pharmacy, Curtin Health Innovation Research Institute, Curtin University, GPO Box U1987 Perth, Western Australia 6845, Australia. E‐mail: anton.dolzhenko@curtin.edu.auc Perm State Pharmaceutical Academy, 2 Polevaya Street, Perm 614990, Russian Federation

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

7‐Amino‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5a)

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐phenyl‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5b)

N

N

NN

N

NH2

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N

N

NN

N

NH2

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2F

7‐Amino‐2‐(3‐fluorophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5c)

DMF

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N

N

NN

N

NH2F

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(4‐fluorophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5d)

DMF

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(2‐chlorophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5e)

N

N

NN

N

NH2Cl

DMF

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N

N

NN

N

NH2Cl

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(3‐chlorophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5f)

N

N

NN

N

NH2Cl

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2Cl

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(4‐chlorophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5g)

N

N

NN

N

NH2

Cl

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N

N

NN

N

NH2

Cl

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7‐Amino‐2‐(3‐nitrophenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5h)

N

N

NN

N

NH2O2N

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N

N

NN

N

NH2O2N

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7‐Amino‐2‐(4‐methylphenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5i)

N

N

NN

N

NH2

Me

DMF

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N

N

NN

N

NH2

Me

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7‐Amino‐2‐(3‐methoxyphenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5j)

N

N

NN

N

NH2MeO

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N

N

NN

N

NH2MeO

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(4‐trifluoromethylphenyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5k)

N

N

NN

N

NH2

F3C

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N

N

NN

N

NH2

F3C

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7‐Amino‐2‐(2‐furyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5l)

N

N

NN

N

NH2

O

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

O

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(2‐thienyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5m)

N

N

NN

N

NH2

S

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

S

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(3‐pyridyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5n)

N

N

NN

N

NH2

N

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

N

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

7‐Amino‐2‐(4‐pyridyl)‐1,2,4‐triazolo[1,5‐a][1,3,5]triazine (5o)

N

N

NN

N

NH2

N

DMF

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

N

N

NN

N

NH2

N

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013