(S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-diamine

Base Information

• Chemical Name: (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-diamine
• CAS No.: 1352623-97-2
• Molecular Formula: C₁₉H₁₇FN₆
• Molecular Weight: 348.383

Synonyms:(S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-diamine

Chemical Property of (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-diamine

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Technology Process of (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-diamine

There total 5 articles about (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N⁴-(1-phenylethyl)pyrimidine-4,5-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: 87.0%

(S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-5-nitro-N-(1-phenylethyl)pyrimidin-4-amine (1352623-96-1) → (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N4-(1-phenylethyl)pyrimidine-4,5-diamine (1352623-97-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; at 80 ℃; for 3h; Sealed tube;

DOI:10.1021/acs.jmedchem.9b00533

Reference yield: 87.0%

→ (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N4-(1-phenylethyl)pyrimidine-4,5-diamine (1352623-97-2)

Guidance literature:

Reference yield:

6-fluoroimidazo[1,2-a]pyridine-3-carbonitrile (1134327-96-0) → (S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-N4-(1-phenylethyl)pyrimidine-4,5-diamine (1352623-97-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 72 h / 20 °C

1.2: 24 h / Microbiological reaction

2.1: triethylamine / ethanol / 22 h / 90 °C / Sealed tube

3.1: trichlorophosphate / 2 h / 90 °C / Sealed tube

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

5.1: tin(II) chloride dihdyrate / ethanol / 3 h / 80 °C / Sealed tube

With tin(II) chloride dihdyrate; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/acs.jmedchem.9b00533

upstream raw materials:

6-fluoroimidazo[1,2-a]pyridine-3-carbonitrile

6-fluoroimidazo[1,2-a]pyridine-3-carboximidamide

(S)-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-5-nitro-N-(1-phenylethyl)pyrimidin-4-amine

Downstream raw materials:

2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-9-[(1S)-1-phenylethyl]-7,9-dihydro-8H-purin -8-one

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