Potassium Acetate → HCID 178476607, compound

HRID 2361668Notes

Reaction equation

HRID 2361668 reaction equation
CC1C=CC(S([O:11][C@H:12]2[CH2:15][C@@H:14]([C:16]([N:18]3[CH2:24][CH2:23][CH2:22][N:21]([CH:25]4[CH2:28][CH2:27][CH2:26]4)[CH2:20][CH2:19]3)=[O:17])[CH2:13]2)(=O)=O)=CC=1.[C:29]([O-])(=[O:31])[CH3:30].[K+]>CN(C=O)C.C(Cl)Cl>[C:29]([O:11][C@H:12]1[CH2:13][C@H:14]([C:16]([N:18]2[CH2:24][CH2:23][CH2:22][N:21]([CH:25]3[CH2:26][CH2:27][CH2:28]3)[CH2:20][CH2:19]2)=[O:17])[CH2:15]1)(=[O:31])[CH3:30]

Participants

5

Reactant 2

HCID 517044Potassium AcetateHCID 178427789HCID 178427789, compound

Product 1

HCID 178476607HCID 178476607, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
110 °C

Procedure

To a stirred solution cis-3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]cyclobutyl 4-methylbenzenesulfonate (73 mg, 0.18 mmol) in DMF (3 ml) at RT was added potassium acetate (108 mg, 1.1 mmol). The mixture was heated at 110° C. overnight and then cooled to RT and diluted with DCM. The resulting mixture was washed with 1:1 H2O/brine and the organic phase dried (Na2SO4), filtered and concentrated at reduced pressure to yield the title compound (50 mg, 94%), which was used without further purification.

Workup

  1. temperaturecooled to RT
  2. washThe resulting mixture was washed with 1:1 H2O/brine
  3. dry with materialthe organic phase dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-16920a1e67eb49c098f219a655ff9a6c
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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