Phosphorus sulfide (P2S5) → HCID 118037097, compound

HRID 2206884Notes

Reaction equation

HRID 2206884 reaction equation
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].[Cl:15][C:16]1[N:20]([CH3:21])[N:19]=[C:18]([CH:22]([F:24])[F:23])[C:17]=1[C:25]([NH:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:29]=1[CH2:30][CH:31]([CH:39]([CH3:41])[CH3:40])[C:32]2([CH3:38])[CH3:37])=O>O1CCOCC1>[Cl:15][C:16]1[N:20]([CH3:21])[N:19]=[C:18]([CH:22]([F:24])[F:23])[C:17]=1[C:25](=[S:2])[NH:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:29]=1[CH2:30][CH:31]([CH:39]([CH3:41])[CH3:40])[C:32]2([CH3:38])[CH3:37]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 118037001HCID 118037001, compound

Product 1

HCID 118037097HCID 118037097, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a microwave sealable tube, P2S5 (29 mg, 0.132 mmol, 0.5 eq) is added to a solution of 5-chloro-3-(difluoromethyl)-N-(2-isopropyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide (104 mg, 0.264 mmol, 1 eq) in 2 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 (89%)

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-e99c4043d1b14b7fb3dca01bbd0f9458
Source dataset
uspto-grants-2016_06
Patent number
US09375005B2

Reaction notes

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