Water → HCID 67126688, compound

HRID 573214Notes

Reaction equation

HRID 573214 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][C:10]1([F:20])[CH2:19][CH2:18][C:13]2(OCC[O:14]2)[CH2:12][CH2:11]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.O>CC(C)=O.ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][C:10]1([F:20])[CH2:19][CH2:18][C:13](=[O:14])[CH2:12][CH2:11]1

Participants

6

Reactant 3

HCID 962WaterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 672259855-Chloro-6-((8-fluoro-1,4-dioxaspiro[4.5]decan-8-yl)methoxy)pyridine-3-sulfonamide

Product 1

HCID 67126688HCID 67126688, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of EXAMPLE 443C (1.6 g) and pyridinium p-toluenesulfonate (1.2 g) in acetone (10 mL) was added water (2 mL) and the mixture was stirred in a Biotage Initiator microwave reactor at 100° C. for 10 minutes. The mixture was diluted with dichloromethane (300 mL) and washed with aqueous NaHCO3, water, brine and dried over Na2SO4, and filtered. Concentration of the filtrate gave the crude product.

Workup

  1. washwashed with aqueous NaHCO3, water, brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered

Sources & evidence

ORD record
ord-9723fa8cf99a45f5ab95f5c374df362e
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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