N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine
• CAS No.: 1445856-73-4
• Molecular Formula: C₂₆H₂₅ClN₈O₂S
• Molecular Weight: 549.056

Synonyms:N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

Chemical Property of N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

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Technology Process of N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

There total 8 articles about N²-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N⁴-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine 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:

2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine + 1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine (1445856-34-7) → N2-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (1445856-73-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 140 ℃; for 18h;

Reference yield:

6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridine (1445856-35-8) → N2-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (1445856-73-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

2.1: N,N-Dimethylcarbamoyl chloride / 1,2-dichloro-ethane / 80 °C / Inert atmosphere

3.1: tetrahydrofuran / 1.5 h / -10 - 0 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 °C

5.1: zinc; ammonium chloride; acetic acid / methanol / Reflux

6.1: N-ethyl-N,N-diisopropylamine / 18 h / 140 °C

With hydroxylamine hydrochloride; sodium acetate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; N,N-Dimethylcarbamoyl chloride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-4-oxide (1445856-36-9) → N2-(1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (1445856-73-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-Dimethylcarbamoyl chloride / 1,2-dichloro-ethane / 80 °C / Inert atmosphere

2.1: tetrahydrofuran / 1.5 h / -10 - 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 °C

4.1: zinc; ammonium chloride; acetic acid / methanol / Reflux

5.1: N-ethyl-N,N-diisopropylamine / 18 h / 140 °C

With hydroxylamine hydrochloride; sodium acetate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-Dimethylcarbamoyl chloride; zinc; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane;

upstream raw materials:

6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridine

6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-4-oxide

6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile

1-(6-chloro-1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanone

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