Phosphorus sulfide (P2S5) → HCID 90251626, compound

HRID 1486523Notes

Reaction equation

HRID 1486523 reaction equation
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].[F:15][CH:16]([F:39])[C:17]1[N:37]=[CH:36][C:35]([CH3:38])=[CH:34][C:18]=1[C:19]([NH:21][C:22]1[C:31]2[CH2:30][CH2:29][C:28]([CH3:33])([CH3:32])[CH2:27][C:26]=2[CH:25]=[CH:24][CH:23]=1)=O>O1CCOCC1>[F:15][CH:16]([F:39])[C:17]1[C:18]([C:19](=[S:2])[NH:21][C:22]2[C:31]3[CH2:30][CH2:29][C:28]([CH3:33])([CH3:32])[CH2:27][C:26]=3[CH:25]=[CH:24][CH:23]=2)=[CH:34][C:35]([CH3:38])=[CH:36][N:37]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 90242163HCID 90242163, compound

Product 1

HCID 90251626HCID 90251626, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a microwave sealable tube, P2S5 (36 mg, 0.164 mmol, 0.5 eq) is added to a solution of 2-(difluoromethyl)-N-(6,6-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5-methylnicotinamide (113 mg, 0.32 mmol, 1 eq) in 3 ml of dioxane. The tube is sealed and the reaction is microwaved 20 min at 130° C. The resulting solution is filtered through alumina and washed with dioxane. The solvent is evaporated and the residue purified by chromatography on silica gel to give pure material (91%)

Workup

  1. customThe tube is sealed
  2. customthe reaction is microwaved 20 min at 130° C
  3. filtrationThe resulting solution is filtered through alumina
  4. washwashed with dioxane
  5. customThe solvent is evaporated
  6. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-568edfa397634a10b1a8734f1403f4f2
Source dataset
uspto-grants-2016_08
Patent number
US09428459B2

Reaction notes

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