Potassium Carbonate → HCID 68905782, compound

HRID 1013389Notes

Reaction equation

HRID 1013389 reaction equation
C([N:8]1[CH2:16][CH2:15][CH:14]2[CH:10]([CH2:11][C:12]3[S:19][CH:18]=[CH:17][C:13]=32)[CH2:9]1)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].CC(Cl)OC(Cl)=O>ClC(Cl)C>[S:19]1[C:12]2[CH2:11][CH:10]3[CH:14]([C:13]=2[CH:17]=[CH:18]1)[CH2:15][CH2:16][NH:8][CH2:9]3

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5213051-Chloroethyl chloroformateHCID 1317270386-Benzyl-4,5,6,7,7a,8-hexahydro-3bH-1-thia-6-aza-cyclopenta[alpha]indene

Product 1

HCID 68905782HCID 68905782, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
22 °C

Procedure

The product from step g) (279 mg, 1.04 mmol) in dichloroethane (5.2 ml) was treated with K2CO3 (574 mg, 4.16 mmol) and Ace-Cl (451 μl, 4.16 mmol) at 80° C. for 16 hours. Next, the reaction mixture was filtered, concentrated and the residue was dissolved in anhydrous MeOH (25 ml) and stirred for 1 hour at 22° C. The MeOH was concentrated and triturated with ether to give 135 mg (60%) of the subtitle compound. MS calculated for C10H13NS+H 180, observed 180.

Workup

  1. filtrationNext, the reaction mixture was filtered
  2. concentrationconcentrated
  3. dissolutionthe residue was dissolved in anhydrous MeOH (25 ml)
  4. concentrationThe MeOH was concentrated
  5. customtriturated with ether

Sources & evidence

ORD record
ord-329d15251dd842b0a8fd5e6373e50274
Source dataset
uspto-grants-2011_07
Patent number
US07981919B2

Reaction notes

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