5-Bromothiophen-2-ylmethylamine

Base Information

• Chemical Name: 5-Bromothiophen-2-ylmethylamine
• CAS No.: 612499-04-4
• Molecular Formula: C5H6BrNS
• Molecular Weight: 192.079
• Hs Code.: 2934999090
• Mol file: 612499-04-4.mol

Synonyms:(5-Bromothiophen-2-yl)methanamine;1-(5-Bromo-2-thienyl)methanamine;2-Thiophenemethanamine,5-bromo-;1-(5-Bromothiophen-2-yl)methanamine;

Chemical Property of 5-Bromothiophen-2-ylmethylamine

Chemical Property:

• Vapor Pressure: 0.0277mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 246.1 °C at 760 mmHg
• PKA: 8.36±0.29(Predicted)
• Flash Point: 102.6 °C
• PSA: 54.26000
• Density: 1.669 g/cm³
• LogP: 2.66960
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(5-bromothiophen-2-yl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromothiophen-2-ylmethylamine

There total 9 articles about 5-Bromothiophen-2-ylmethylamine 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: 96.0%

tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate (215183-27-0) → (5-bromothiophen-2-yl) methanamine (612499-04-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/b904863d

Reference yield: 85.0%

5-bromo-2-thiophenecarbonitrile (2160-62-5) → (5-bromothiophen-2-yl) methanamine (612499-04-4)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

5-bromo-2-thiophenecarbonitrile; In tetrahydrofuran; at -20 - 2 ℃; for 0.333333h;

With ammonium hydroxide; In tetrahydrofuran; water; at 0 ℃;

Reference yield:

5-bromo-2-thiophencarboxaldehyde (4701-17-1) → (5-bromothiophen-2-yl) methanamine (612499-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; triethylsilane / acetonitrile / 24 h / 20 °C

2: dichloromethane; trifluoroacetic acid / 3 h / 20 °C

With triethylsilane; trifluoroacetic acid; In dichloromethane; acetonitrile; trifluoroacetic acid;

upstream raw materials:

tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate

5-bromo-2-thiophenecarbonitrile

5-bromo-2-thiophencarboxaldehyde

naphthalene-2-boronic acid

Downstream raw materials:

di-(hydroxymethyl)-(5-bromothiophene-2-yl)anamine

2-amino-N-(5-bromo-thiophen-2-ylmethyl)-6-methoxymethyl-nicotinamide

tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate

Refernces

• 1、 -. "Novel quinazoline EGFR inhibitor, and preparation method and application thereof". Paragraph 0026; 0028. . Retrieved 2019/10/01.
• 2、 -. "Heterocyclic compound with Wnt signal path inhibitory activity and application thereof". Paragraph 0220; 0223; 0224. . Retrieved 2016/10/08.