3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

Base Information

Chemical Name:3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide
CAS No.:1351091-33-2
Molecular Formula:C₁₃H₁₂BrN₅O₂S
Molecular Weight:382.241
Hs Code.:

Synonyms:3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

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Chemical Property of 3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

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Technology Process of 3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

There total 3 articles about 3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide 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: 53.0%

: 784150-41-0
6-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

: 459434-40-3
3-amino-N-methylbenzenesulfonamide

: 1351091-33-2
3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

Guidance literature:: With silver trifluoromethanesulfonate; Heating;
DOI:10.1021/acs.jmedchem.5b00931

Reference yield:

: 186519-89-1
7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

: 1351091-33-2
3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / 20 °C / Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere

2.1: silver trifluoromethanesulfonate / isopropyl alcohol / 1.25 h / 120 °C / Microwave irradiation

With lithium diisopropyl amide; silver trifluoromethanesulfonate; In tetrahydrofuran; isopropyl alcohol;

Reference yield:

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 1351091-33-2
3-[(6-bromo-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / 4 h / 0 - 25 °C

2: lithium diisopropyl amide; 1,2-dibromo-1,1,2,2-tetrachloroethane / 2 h / -78 °C

3: potassium tert-butylate / tetrahydrofuran

4: silver trifluoromethanesulfonate / Heating

With 1,2-dibromo-1,1,2,2-tetrachloroethane; potassium tert-butylate; silver trifluoromethanesulfonate; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/acs.jmedchem.5b00931