Water → HCID 10006587, compound

HRID 2184096Notes

Reaction equation

HRID 2184096 reaction equation
[C:1]1([C:7]2([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:11][C:10]3[CH:12]=[CH:13][C:14]([S:16](Cl)(=[O:18])=[O:17])=[CH:15][C:9]=3[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[C:27](#[N:29])[CH3:28].O>N1C=CC=CC=1>[CH2:7]([CH:20]1[CH2:21][CH2:22][N:29]([S:16]([C:14]2[CH:13]=[CH:12][C:10]3[O:11][C:7]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[O:8][C:9]=3[CH:15]=2)(=[O:18])=[O:17])[CH2:27][CH2:28]1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18373917Acetonitrile--water (1/1)HCID 22475110HCID 22475110, compound

Product 1

HCID 10006587HCID 10006587, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

2,2-Diphenyl-benzo[1,3]dioxole-5-sulfonyl chloride (93 mg, 0.25 mmol) was dissolved in pyridine (1 ml). The appropriate amine (0.25 mmol) was added and the reaction was heated to 60° C. overnight. Water was added and solids respectively oils separated. The aqueous phase was decanted and the residue was stirred with acetonitrile. A solution was obtained, which was subjected to preparative reversed phase chromatography (gradient of acetonitrile/water containing 0.1% formic acid as the eluant) to yield the product after evaporation of the eluant and drying.

Workup

  1. customsolids respectively oils separated
  2. customThe aqueous phase was decanted
  3. customA solution was obtained
  4. customto yield the product
  5. customafter evaporation of the eluant
  6. customdrying

Sources & evidence

ORD record
ord-e87e0dc2ba6d41edb742087df0ff288e
Source dataset
uspto-grants-2005_05
Patent number
US06900227B2

Reaction notes

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