5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

Base Information

Chemical Name:5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide
CAS No.:1313530-15-2
Molecular Formula:C₂₂H₂₄N₆O₃S
Molecular Weight:452.537
Hs Code.:

Synonyms:5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

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Chemical Property of 5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

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Technology Process of 5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

There total 8 articles about 5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide 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: 47.0%

: 1313529-93-9
5-amino-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole

: 556-61-6
methyl thioisocyanate

: 1313530-15-2
5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

Guidance literature:: In acetonitrile; for 26h; Reflux;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 271-63-6
7-Azaindole

: 1313530-15-2
5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid / ethanol; water / 0.5 h / 0 °C

1.2: 18 h / 100 °C

1.3: 20 °C / pH 11

2.1: acetic acid / water; N,N-dimethyl-formamide / 8 h / 110 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

3.2: 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: hydrogenchloride; hydrazine hydrate / ethanol / 20 h / Reflux

6.1: acetonitrile / 26 h / Reflux

With hydrogenchloride; sodium hydride; hydrazine hydrate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1.1: Mannich reaction / 1.2: Mannich reaction;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 5654-92-2
7-azagramine

: 1313530-15-2
5-amino-N-methyl-4-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazole-1-carbothioamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid / water; N,N-dimethyl-formamide / 8 h / 110 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

2.2: 0 - 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: hydrogenchloride; hydrazine hydrate / ethanol / 20 h / Reflux

5.1: acetonitrile / 26 h / Reflux

With hydrogenchloride; sodium hydride; hydrazine hydrate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.tet.2011.04.077