Methanesulfonyl chloride → HCID 68432298, compound

HRID 889252Notes

Reaction equation

HRID 889252 reaction equation
[NH2:1][C:2]1[CH:40]=[C:39]([CH3:41])[CH:38]=[CH:37][C:3]=1[CH2:4][C:5]1[CH:10]=[C:9]([F:11])[C:8]([N:12]2[S:16](=[O:18])(=[O:17])[N:15]([CH2:19][O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:14](=[O:28])[CH2:13]2)=[C:7]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:6]=1.[CH3:42][S:43](Cl)(=[O:45])=[O:44]>N1C=CC=CC=1.CCOC(C)=O>[CH2:30]([O:29][C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([F:11])[C:8]=1[N:12]1[CH2:13][C:14](=[O:28])[N:15]([CH2:19][O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[S:16]1(=[O:17])=[O:18])[CH2:4][C:3]1[CH:37]=[CH:38][C:39]([CH3:41])=[CH:40][C:2]=1[NH:1][S:43]([CH3:42])(=[O:45])=[O:44])[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 68431083HCID 68431083, compound

Product 1

HCID 68432298HCID 68432298, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 5-[4-(2-amino-4-methylbenzyl)-2-benzyloxy-6-fluorophenyl]-2-benzyloxymethyl-1,1-dioxo-1,2,5-thiadiazolidin-3-one (240 mg, 0.42 mmol) in pyridine (5 mL) is added methanesulfonyl chloride (0.064 mL, 0.84 mmol) and the solution is stirred at RT for 2 h. The mixture is then diluted in EtOAc, and it is washed with 1N HCl, brine and water. The organic layer is dried with MgSO4, and concentrated. The residue is purified to give the title compound.

Workup

  1. washit is washed with 1N HCl, brine and water
  2. dry with materialThe organic layer is dried with MgSO4
  3. concentrationconcentrated
  4. customThe residue is purified

Sources & evidence

ORD record
ord-a6386251fa194d30aa2c4830767f431d
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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