Water → HCID 67145627, compound

HRID 2422223Notes

Reaction equation

HRID 2422223 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][C:20]([OH:22])=O)=[CH:14][CH:13]=1)[CH2:6][CH2:5]2.[CH3:23][S:24]([NH2:27])(=[O:26])=[O:25].Cl.C(N=C=NCCCN(C)C)C.O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][C:20]([NH:27][S:24]([CH3:23])(=[O:26])=[O:25])=[O:22])=[CH:14][CH:13]=1)[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 962WaterHCID 72879MethanesulfonamideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57541881HCID 57541881, compound

Product 1

HCID 67145627HCID 67145627, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[(5-chloro-2,3-dihydro-1H-inden-1-yl)oxy]benzenepropanoic acid (0.3 g, 0.95 mmol) in dichloromethane (10 mL) were added methanesulfonamide (90 mg, 0.95 mmol), N,N-dimethylaminopyridine (0.12 g, 0.95 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.17 mL, 0.95 mmol), and the mixture was stirred at room temperature for 15 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, concentrated under reduced pressure to give the title compound (0.10 g, yield 30%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d5bd0f4dbee84c11b928f5b33c73b657
Source dataset
uspto-grants-2011_06
Patent number
US07960369B2

Reaction notes

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