HCID 66912535, compound → HCID 131727648, compound

HRID 2188748Notes

Reaction equation

HRID 2188748 reaction equation
[CH3:1][N:2]([C:4]([F:9])([F:8])[C:5](Cl)=[O:6])[CH3:3].[CH3:10][O:11][C:12]1[CH:56]=[C:55]([O:57][CH3:58])[CH:54]=[C:53]([O:59][CH3:60])[C:13]=1[CH:14]=[CH:15][CH:16]([S:26]([CH:29]([CH:39]=[CH:40][C:41]1[C:46]([O:47][CH3:48])=[CH:45][C:44]([O:49][CH3:50])=[CH:43][C:42]=1[O:51][CH3:52])[C:30]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[C:32]([NH2:38])[CH:31]=1)(=[O:28])=[O:27])[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([NH2:25])[CH:18]=1>O1CCCC1>[CH3:60][O:59][C:53]1[CH:54]=[C:55]([O:57][CH3:58])[CH:56]=[C:12]([O:11][CH3:10])[C:13]=1/[CH:14]=[CH:15]/[CH:16]([S:26]([CH:29](/[CH:39]=[CH:40]/[C:41]1[C:42]([O:51][CH3:52])=[CH:43][C:44]([O:49][CH3:50])=[CH:45][C:46]=1[O:47][CH3:48])[C:30]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[C:32]([NH:38][C:5](=[O:6])[C:4]([F:9])([F:8])[N:2]([CH3:3])[CH3:1])[CH:31]=1)(=[O:28])=[O:27])[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([NH:25][C:5](=[O:6])[C:4]([N:2]([CH3:3])[CH3:1])([F:9])[F:8])[CH:18]=1

Participants

4

Reactant 2

HCID 66912535HCID 66912535, compoundHCID 85860995HCID 85860995, compound

Product 1

HCID 131727648HCID 131727648, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of dimethylamino-α,α-difluoroacetyl chloride (10 mmol) in tetrahydrofuran (40 mL) is added dropwise a solution of 2,4,6-trimethoxystyryl-3-amino-4-methoxybenzylsulfone (10 mmol) in tetrahydrofuran. The solution is stirred overnight and the reaction progress is monitored by TLC. The solvent is removed and the residue is taken up in dichloromethane and washed with water. The organic layer is dried over anhydrous sodium sulfate and evaporated to give the desired amide product.

Workup

  1. customThe solvent is removed
  2. washwashed with water
  3. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-1a693d2d79934aa09d3d954f1910c290
Source dataset
uspto-grants-2012_12
Patent number
US08324190B2

Reaction notes

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