HCID 4414798, compound → HCID 23504911, compound

HRID 1884826Notes

Reaction equation

HRID 1884826 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13](=[O:24])(=[O:23])[NH:14][C:15]2[N:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[N:16]=2)=[CH:9][CH:8]=1)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Cl:29][C:25]1[CH:26]=[CH:27][CH:28]=[C:2]([Cl:1])[C:3]=1[CH:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([NH:14][C:15]2[N:16]=[C:17]([CH3:22])[CH:18]=[C:19]([CH3:21])[N:20]=2)(=[O:23])=[O:24])=[CH:9][CH:8]=1)[OH:5]

Participants

4

Reactant 2

HCID 4414798HCID 4414798, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 23504911HCID 23504911, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

11 mg (0.02 mmol) of 2,6-dichloro-N-[4-(4,6-dimethylpyrimidin-2-yl-sulfamoyl)-phenyl]-benzamide was dissolved in 2 ml tetrahydrofurane. Lithium aluminium hydride (6 mg, 0.16 mmol) was added to the reaction mixture under nitrogen atmosphere and solution was stirred overnight. The reaction mixture was filtered, evaporated to dryness and purified by on silica using gradient elution (chloroform to 4% methanol in chloroform) to obtain the title compound with a yield of 18%. MS (ESI+): m/z 475 (M+Na)+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated to dryness
  3. custompurified by on silica using gradient elution (chloroform to 4% methanol in chloroform)

Sources & evidence

ORD record
ord-9a474364429d44e2b31ce7c5fbf115e6
Source dataset
uspto-grants-2004_07
Patent number
US06767909B2

Reaction notes

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