Pyridine → HCID 25267405, compound

HRID 1516397Notes

Reaction equation

HRID 1516397 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=2[NH:18][C:19]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[NH:29])=[O:28])=[CH:23][CH:22]=2)=[O:20])=[O:10])=[N:6][CH:7]=1.N1C=CC=CC=1.[Cl:37][CH2:38][C:39](Cl)=[O:40]>C(Cl)Cl.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=2[NH:18][C:19]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[N:29][C:39](=[O:40])[CH2:38][Cl:37])=[O:28])=[CH:23][CH:22]=2)=[O:20])=[O:10])=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 25267402HCID 25267402, compound

Product 1

HCID 25267405HCID 25267405, compoundYield 55.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of S-[4-(N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]-4-chlorophenyl}carbamoyl)phenyl]-S-methyl sulfoximide (0.5 g, 0.001 mol) and pyridine (2 mL) in DCM (20 mL) was added Chloroacetyl chloride (244 mg, 0.00215 mol) at 0° C. After few minutes, reaction mixture was diluted with water (10 ml). Organic layer was separated, dried and distilled out to get 300 mg of desired product in 52% yield.

Workup

  1. waitAfter few minutes
  2. customreaction mixture
  3. customOrganic layer was separated
  4. customdried
  5. distillationdistilled out

Sources & evidence

ORD record
ord-1de703dc23c84d4da8e5e93dc467b3f2
Source dataset
uspto-grants-2012_07
Patent number
US08227492B2

Reaction notes

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