Benzenesulfonyl chloride, 2,5-dimethyl- → HCID 86653307, compound

HRID 1695750Notes

Reaction equation

HRID 1695750 reaction equation
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=1[S:18](Cl)(=[O:20])=[O:19]>N1C=CC=CC=1>[Br:8][C:6]1[CH:7]=[C:2]([NH:1][S:18]([C:12]2[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:11]=2[CH3:10])(=[O:20])=[O:19])[C:3]([Cl:9])=[N:4][CH:5]=1

Participants

4

Reactant 2

HCID 87910Benzenesulfonyl chloride, 2,5-dimethyl-HCID 218583543-Amino-5-bromo-2-chloropyridine

Product 1

HCID 86653307HCID 86653307, compoundYield 47.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Amino-5-bromo-2-chloropyridine (510 mg) in dry pyridine (7 ml) was treated with 2,5-dimethylbenzenesulfonyl chloride (962 mg) then stirred at RT overnight. The reaction was purified by prep-HPLC. The combined fractions were concentrated to give a slurry, then filtered, rising with water and dried overnight to give title compound (441 mg).

Workup

  1. customThe reaction was purified by prep-HPLC
  2. concentrationThe combined fractions were concentrated
  3. customto give a slurry
  4. filtrationfiltered
  5. customdried overnight

Sources & evidence

ORD record
ord-05841f86cc6b4fae8cea773a20ab96c3
Source dataset
uspto-grants-2012_04
Patent number
US08163743B2

Reaction notes

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