6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine

Base Information

• Chemical Name: 6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine
• CAS No.: 784150-40-9
• Molecular Formula: C12H7BrClN3O2S
• Molecular Weight: 372.629
• Hs Code.: 2933990090
• Mol file: 784150-40-9.mol

Synonyms:6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine;7H-Pyrrolo[2,3-d]pyriMidine, 6-broMo-4-chloro-7-(phenylsulfonyl)-;7-(benzenesulfonyl)-6-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property of 6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine

Chemical Property:

• PSA: 73.23000
• LogP: 4.16500

Purity/Quality:

97% ^*data from raw suppliers

7-(Benzenesulfonyl)-6-bromo-4-chloropyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine

There total 4 articles about 6-broMo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyriMidine 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: 72.0%

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (186519-89-1) → 6-bromo-4-chloro-7-(benzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (784150-40-9)

Guidance literature:

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;

With 1,2-dibromo-1,1,2,2-tetrachloroethane; In tetrahydrofuran; for 3.5h;

Reference yield:

1,2-dibromo-1,1,2,2-tetrachloroethane (630-25-1) + 7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (186519-89-1) → 6-bromo-4-chloro-7-(benzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (784150-40-9) + 5,6-dibromo-4-chloro-1H-pyrrolo[2,3-d]pyrimidine (1351093-96-3)

Guidance literature:

7-(benzenesulfonyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine; With lithium diisopropyl amide; In tetrahydrofuran; at 20 ℃; for 0.75h; Inert atmosphere;

1,2-dibromo-1,1,2,2-tetrachloroethane; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

Reference yield:

benzenesulfonyl chloride (98-09-9) → 6-bromo-4-chloro-7-(benzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (784150-40-9)

Guidance literature:

Multi-step reaction with 2 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

With 1,2-dibromo-1,1,2,2-tetrachloroethane; sodium hydride; lithium diisopropyl amide;

DOI:10.1021/acs.jmedchem.5b00931

upstream raw materials:

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

1,2-dibromo-1,1,2,2-tetrachloroethane

benzenesulfonyl chloride

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

Downstream raw materials:

6-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

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

N-methyl-3-{[6-(2-methylphenyl)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzenesulfonamide

N-methyl-3-{[6-(3-methylphenyl)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzenesulfonamide

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