3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile

Base Information

• Chemical Name: 3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile
• CAS No.: 1236062-32-0
• Molecular Formula: C₈H₄BrN₃O
• Molecular Weight: 238.043
• Mol file: 1236062-32-0.mol

Synonyms:3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile

Chemical Property of 3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile

There total 1 articles about 3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile 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:

5-bromopyridine-3-ol (74115-13-2) → 3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile (1236062-32-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium carbonate; iodine / water / 3 h / 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 18 h / 20 °C / Inert atmosphere

3: pyridine / 1 h / 100 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 80 °C / Inert atmosphere; Microwave irradiation

With pyridine; iodine; sodium carbonate; potassium carbonate; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2013.10.019

Reference yield:

3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile (1236062-32-0) → 7-(benzo[d][1,3]dioxol-5-yl)-N-(3,4-dimethoxyphenyl)pyrido[2',3':4,5]furo[3,2-d]pyrimidin-4-amine

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 150 °C / Inert atmosphere; Microwave irradiation

2: neat (no solvent) / 0.43 h / 90 °C / Inert atmosphere; Microwave irradiation

3: acetic acid / 0.33 h / 118 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; acetic acid; In N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling / 3: |Dimroth Rearrangement;

DOI:10.1016/j.bmcl.2013.10.019

Reference yield:

3-amino-6-bromofuro[3,2-b]pyridine-2-carbonitrile (1236062-32-0) → 7-(benzo[d][1,3]dioxol-5-yl)-N-(3-chloro-4-fluorophenyl)pyrido[2',3':4,5]furo[3,2-d]pyrimidin-4-amine

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 150 °C / Inert atmosphere; Microwave irradiation

2: neat (no solvent) / 0.43 h / 90 °C / Inert atmosphere; Microwave irradiation

3: acetic acid / 2 h / 118 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; acetic acid; In N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling / 3: |Dimroth Rearrangement;

DOI:10.1016/j.bmcl.2013.10.019

upstream raw materials:

5-bromopyridine-3-ol