5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

Base Information

Chemical Name:5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine
CAS No.:605661-20-9
Molecular Formula:C₁₈H₂₂N₆S
Molecular Weight:354.479
Hs Code.:

Synonyms:5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

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Chemical Property of 5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

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Technology Process of 5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

There total 10 articles about 5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine 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:

: 605661-19-6
6-[(4-methylpiperazin-1-yl)methyl]-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

: 605661-20-9
5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

Guidance literature:: With iron; ammonium chloride; In tetrahydrofuran; ethanol; at 80 ℃; for 2h;
DOI:10.1021/jm050458h

Reference yield:

: 605661-10-7
2-[1-(4-nitrophenyl)propylidene]malononitrile

: 605661-20-9
5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / Et₂NH; sulfur / ethanol / 1.5 h / 70 °C

2.1: 93 percent / 17 h / 155 °C

3.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

3.2: 63 percent / tetrahydrofuran / 2 h / 0 °C

4.1: N-bromosuccinimide; AIBN / benzene / 3 h / 80 °C

5.1: dimethylformamide / 20 °C

6.1: TFA / CH₂Cl₂ / 1.5 h / 0 °C

7.1: Fe; aq. NH₄Cl / ethanol; tetrahydrofuran / 2 h / 80 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); iron; sodium hydride; ammonium chloride; sulfur; diethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Gewald reaction;
DOI:10.1021/jm050458h

Reference yield:

: 605661-11-8
2-amino-5-methyl-4-(4-nitrophenyl)thiophene-3-carbonitrile

: 605661-20-9
5-(4-aminophenyl)-6-[(4-methylpiperazin-1-yl)methyl]thieno[2,3-d]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / 17 h / 155 °C

2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

2.2: 63 percent / tetrahydrofuran / 2 h / 0 °C

3.1: N-bromosuccinimide; AIBN / benzene / 3 h / 80 °C

4.1: dimethylformamide / 20 °C

5.1: TFA / CH₂Cl₂ / 1.5 h / 0 °C

6.1: Fe; aq. NH₄Cl / ethanol; tetrahydrofuran / 2 h / 80 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); iron; sodium hydride; ammonium chloride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm050458h