(+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

Base Information

• Chemical Name: (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide
• CAS No.: 1364269-06-6
• Molecular Formula: C₂₄H₂₅F₃N₄O₂S
• Molecular Weight: 490.549
• Mol file: 1364269-06-6.mol

Synonyms:(+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

Chemical Property of (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

Chemical Property:

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

rac-CCT250863 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

There total 9 articles about (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide 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: 56.0%

(+/-)-(Z)-methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzoate (1364268-07-4) → (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide (1364269-06-6)

Guidance literature:

With ammonia; In methanol; at 75 ℃; for 96h;

DOI:10.1021/jm201683b

Reference yield:

methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((4-methoxybenzyl)oxy)benzoate (1364267-98-0) → (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide (1364269-06-6)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C

2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1.5 h / 0 - 20 °C

3: Lindlar's catalyst; hydrogen / methanol / 20 °C

4: ammonia / methanol / 96 h / 75 °C

With di-tert-butyl-diazodicarboxylate; Lindlar's catalyst; ammonia; hydrogen; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1021/jm201683b

Reference yield:

methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-hydroxybenzoate (1364268-01-8) → (+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide (1364269-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1.5 h / 0 - 20 °C

2: Lindlar's catalyst; hydrogen / methanol / 20 °C

3: ammonia / methanol / 96 h / 75 °C

With di-tert-butyl-diazodicarboxylate; Lindlar's catalyst; ammonia; hydrogen; triphenylphosphine; In methanol; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1021/jm201683b

upstream raw materials:

methyl 4-(2-amino-5-bromopyridin-3-yl)-2-((4-methoxybenzyl)oxy)benzoate

C₂₁H₂₁BN₂O₆

methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((4-methoxybenzyl)oxy)benzoate

methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-hydroxybenzoate

Downstream raw materials:

(R)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

(S)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide