Potassium Carbonate → HCID 21076236, compound

HRID 1374477Notes

Reaction equation

HRID 1374477 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]([N:11]1[CH2:18][CH:17]2[CH:13]([CH2:14][NH:15][CH2:16]2)[CH2:12]1)=[O:10].[F:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]([CH2:36][CH2:37][CH2:38]I)[S:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(=[O:29])=[O:28])=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>CC#N.C(Cl)Cl>[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[C:9]([N:11]1[CH2:18][CH:17]2[CH2:16][N:15]([CH2:38][CH2:37][CH2:36][N:26]([C:23]3[CH:22]=[CH:21][C:20]([F:19])=[CH:25][CH:24]=3)[S:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)(=[O:29])=[O:28])[CH2:14][CH:13]2[CH2:12]1)=[O:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 21076152HCID 21076152, compoundHCID 21076238N-(4-Fluorophenyl)-N-(3-iodopropyl)benzenesulfonamide

Product 1

HCID 21076236HCID 21076236, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 66 (0.012 g, 0.05 mmol) in MeCN (1 mL) at RT were added N-(4-fluoro-phenyl)-N-(3-iodo-propyl)-benzenesulfonamide (102, 0.025 g, 0.06 mmol) and K2CO3 (0.01 g, 0.075 mmol). The reaction mixture was shaken at 80° C. for 48 h. After cooling to RT, the mixture was diluted with DCM (5 mL), filtered and evaporated in vacuo. The crude product was purified by reverse phase HPLC to afford II-2: MS (ES+) m/z=536 (M+H)+.

Workup

  1. temperatureAfter cooling to RT
  2. filtrationfiltered
  3. customevaporated in vacuo
  4. customThe crude product was purified by reverse phase HPLC
  5. customto afford II-2

Sources & evidence

ORD record
ord-85c33add7c334764ba68a86dfdbfaac3
Source dataset
uspto-grants-2007_01
Patent number
US07164019B2

Reaction notes

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