2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline

Base Information

• Chemical Name: 2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline
• CAS No.: 664997-23-3
• Molecular Formula: C11H9F3N2
• Molecular Weight: 226.201
• Hs Code.: 2921420090
• European Community (EC) Number: 841-008-1
• ChEMBL ID: CHEMBL1575021
• Mol file: 664997-23-3.mol

Synonyms:2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline;664997-23-3;2-pyrrol-1-yl-5-(trifluoromethyl)aniline;MLS000696379;CHEMBL1575021;SCHEMBL12391525;BTLPAJJJYDQMKE-UHFFFAOYSA-N;HMS2601M09;MFCD00119451;AKOS005109928;MS-3173;SB63678;SMR000337571;EN300-64521;SR-01000308763;SR-01000308763-1;Z594279092

Chemical Property of 2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline

Chemical Property:

• PSA: 30.95000
• LogP: 3.65950
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.07178278
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

2-(1H-Pyrrol-1-yl)-5-(trifluoromethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN(C=C1)C2=C(C=C(C=C2)C(F)(F)F)N

Technology Process of 2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline

There total 5 articles about 2-(1H-pyrrol-1-yl)-5-(trifluoromethyl)aniline 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: 64.0%

1H–1–(4–trifluoromethyl–2–nitrophenyl)pyrrole (136773-58-5) → 5–trifluoromethyl–2–(1H–pyrrol–1–yl)aniline (664997-23-3)

Guidance literature:

With iron; ammonium chloride; In water; for 4h; Reflux;

DOI:10.1039/C8CC06256K

Reference yield:

4-trifluoromethyl-2-nitroaniline (400-98-6) → 5–trifluoromethyl–2–(1H–pyrrol–1–yl)aniline (664997-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / Reflux

2: bismuth(III) chloride; sodium tetrahydroborate / ethanol

With bismuth(III) chloride; sodium tetrahydroborate; acetic acid; In ethanol;

DOI:10.1016/j.bmcl.2014.07.060

Reference yield:

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 2-nitro-5-(trifluoromethyl)aniline (402-14-2) → 5–trifluoromethyl–2–(1H–pyrrol–1–yl)aniline (664997-23-3)

Guidance literature:

cis,trans-2,5-dimethoxytetrahydrofuran; 2-nitro-5-(trifluoromethyl)aniline; With acetic acid; for 2h; Reflux;

With iron; ammonium chloride; In water; for 4h; Reflux;

DOI:10.1039/c7ob01688c

upstream raw materials:

1H–1–(4–trifluoromethyl–2–nitrophenyl)pyrrole

4-trifluoromethyl-2-nitroaniline

cis,trans-2,5-dimethoxytetrahydrofuran

2-nitro-5-(trifluoromethyl)aniline

Downstream raw materials:

C₂₄H₁₉F₃N₄O

2-[4-(7-trifluoromethyl-pyrrolo[1,2-a]quinoxalin-4-ylmethoxy)-benzoylamino]-pentanedioic acid diethyl ester

4-(7-trifluoromethyl-pyrrolo[1,2-a]quinoxalin-4-ylmethoxy)-benzoic acid ethyl ester

2-chloro-N-[(5-trifluoromethyl-pyrrol-1-yl)phenyl]acetamide

Refernces

• 1、 Hu, Fang-Peng,Zhang, Xue-Guo,Wang, Meng,Wang, He-Song,Huang, Guo-Sheng. "Synthesis of oxazolidinones through ring-opening and annulation of vinylene carbonate with 2-pyrrolyl/indolylanilines under Rh(iii) catalysis". supporting information. p. 11980 - 11983. Retrieved 2021/12/01.
• 2、 Cui, Xin-Feng,Hu, Fang-Peng,Huang, Guo-Sheng,Zhan, Zhen-Zhen,Zhou, Xiao-Qiang. "Ruthenium-Catalyzed Synthesis of Pyrrolo[1,2- A [quinoxaline Derivatives from 1-(2-Aminophenyl)pyrroles and Sulfoxonium Ylides". supporting information. p. 1205 - 1210. Retrieved 2020/07/20.