tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

Base Information

Chemical Name:tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate
CAS No.:1398111-31-3
Molecular Formula:C₁₈H₂₀FN₅O₂S
Molecular Weight:389.454
Hs Code.:

Synonyms:tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

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Chemical Property of tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

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Technology Process of tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

There total 5 articles about tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate 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: 48.0%

: 1398111-30-2
tert-butyl {5-[(5-aminopyridin-2-yl)(methyl)amino]-2-fluorophenyl}carbamate

: 333-20-0
potassium thioacyanate

: 1398111-31-3
tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

Guidance literature:: With bromine; In acetic acid; at 10 - 20 ℃; for 1.66667h;
DOI:10.1016/j.bmc.2012.07.032

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1398111-31-3
tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 24 h / 80 °C

1.2: 24 h / 20 °C / 760.05 Torr

2.1: acetic anhydride / 0.5 h / 20 °C

2.2: 16 h / 10 - 20 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: dimethyl sulfoxide / 19 h / 60 °C

5.1: 10% Pd/C; hydrogen / tetrahydrofuran; ethanol / 22 h / 20 °C / 2280.15 Torr

6.1: bromine / acetic acid / 1.67 h / 10 - 20 °C

With dimethylsulfide borane complex; 10% Pd/C; hydrogen; bromine; acetic anhydride; In tetrahydrofuran; ethanol; acetic acid; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.07.032

Reference yield:

: 1125633-06-8
tert-butyl [2-fluoro-5-(methylamino)phenyl]carbamate

: 1398111-31-3
tert-butyl {5-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)(methyl)amino]-2-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: dimethyl sulfoxide / 19 h / 60 °C

3.1: 10% Pd/C; hydrogen / tetrahydrofuran; ethanol / 22 h / 20 °C / 2280.15 Torr

4.1: bromine / acetic acid / 1.67 h / 10 - 20 °C

With dimethylsulfide borane complex; 10% Pd/C; hydrogen; bromine; In tetrahydrofuran; ethanol; acetic acid; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.07.032