Potassium Carbonate → HCID 11577780, compound

HRID 1992399Notes

Reaction equation

HRID 1992399 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH2:13][CH2:14][N:15]2[CH2:22][CH:21]3[O:23][CH:17]([CH2:18][NH:19][CH2:20]3)[CH2:16]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2].Br[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH:34]([F:36])[F:35])=[C:29]([O:37][CH:38]([F:40])[F:39])[CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>>[F:39][CH:38]([F:40])[O:37][C:29]1[CH:28]=[C:27]([CH2:26][CH2:25][N:19]2[CH2:20][CH:21]3[O:23][CH:17]([CH2:16][N:15]([CH2:14][CH2:13][NH:12][S:9]([C:6]4[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=4)(=[O:11])=[O:10])[CH2:22]3)[CH2:18]2)[CH:32]=[CH:31][C:30]=1[O:33][CH:34]([F:36])[F:35]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 685189574-cyano-N-[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]-benzenesulfonamideHCID 685217154-(2-Bromoethyl)-1,2-bis(difluoromethoxy)benzene

Product 1

HCID 11577780HCID 11577780, compound

Conditions

Temperature
60 °C

Procedure

A mixture of 4-cyano-N-[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]-benzenesulfonamide (0.3 g, 7.5 mmol; see Preparation E above), 4-(2-bromo-ethyl)-1,2-bis(difluoromethoxy)benzene (0.26 g, 9 mmol; see Preparation G above) and potassium carbonate (0.41 g, 30 mmol) was stirred at 60° C. overnight under a nitrogen atmosphere. The reaction mixture was filtered and solvent was evaporated under reduced pressure. The residue was purified by column chromatography, using methanol in chloroform as eluent, to yield the title compound as a white solid. Yield: 0.23 g.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customsolvent was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-4bbe3827d49a47faaed0966b3e610e62
Source dataset
uspto-grants-2010_01
Patent number
US07648985B2

Reaction notes

Loading…