N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

Base Information

Chemical Name:N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide
CAS No.:1125632-85-0
Molecular Formula:C₁₇H₁₆FN₅OS
Molecular Weight:357.411
Hs Code.:

Synonyms:N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

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Chemical Property of N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

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Technology Process of N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

There total 16 articles about N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide 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: 88.0%

: 1125632-84-9
N-{5-[{4-fluoro-3-[(trifluoroacetyl)amino]phenyl}(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropanecarboxamide

: 1125632-85-0
N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

Guidance literature:: N-{5-[{4-fluoro-3-[(trifluoroacetyl)amino]phenyl}(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropanecarboxamide; With methanol; sodium tetrahydroborate; ethanol; at 4 ℃; for 0.5h;

With water; ammonium chloride; In methanol; ethanol; ethyl acetate; at 20 ℃; for 0.0833333h;

Reference yield:

: C₂₂H₂₄FN₅O₃S

: 1125632-85-0
N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

Guidance literature:: With methoxybenzene; trifluoroacetic acid; at 0 ℃; for 1h;
DOI:10.1016/j.bmc.2012.07.032

Reference yield:

: 332370-72-6
N-(tert-butoxycarbonyl)-4-fluoro-3-nitroaniline

: 1125632-85-0
N-{5-[(3-amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropane carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr

3.1: tetrahydrofuran / 18 h / 4 - 10 °C

4.1: trifluoroacetic acid / 2 h / 4 - 10 °C

5.1: N,N-dimethyl-formamide / 22 h / 140 °C

6.1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 14 h / 20 °C / 760.05 Torr

7.1: acetic acid / 0.17 h / 20 °C

7.2: 0.17 h / 20 °C

8.1: bromine; acetic acid / 20 h / 20 °C

9.1: pyridine / 1 h / 4 - 20 °C

10.1: ethanol; sodium tetrahydroborate; methanol / 0.5 h / 4 °C

10.2: 0.08 h / 20 °C

With pyridine; methanol; sodium tetrahydroborate; ethanol; hydrogen; bromine; caesium carbonate; acetic acid; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;