Carbon Dioxide → HCID 23688408, compound

HRID 546434Notes

Reaction equation

HRID 546434 reaction equation
[CH3:1][N:2]1[CH2:9][C:8]2[S:7][CH:6]=[N:5][C:4]=2[CH2:3]1.C([Li:14])(C)(C)C.[C:15](=[O:17])=[O:16]>O1CCCC1>[CH3:1][N:2]1[CH2:9][C:8]2[S:7][C:6]([C:15]([O-:17])=[O:16])=[N:5][C:4]=2[CH2:3]1.[Li+:14]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 184427435,6-Dihydro-5-methyl-4H-pyrrolo[3,4-d]thiazoleHCID 178418306HCID 178418306, compound

Product 1

HCID 23688408HCID 23688408, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-78 °C

Procedure

5-Methyl-4,6-dihydro-5H-pyrrolo[3,4-d]thiazole (771 mg) was dissolved in tetrahydrofuran (10 ml) in an argon atmosphere, and the solution was cooled to −78° C. tert-Butyllithium (1.54N pentane solution, 3.93 ml) was added dropwise to this reaction mixture. The reaction mixture was stirred for 1 hour under ice cooling, and cooled again to −78° C. After blowing carbon dioxide into the reaction mixture for 20 minutes, it was heated to room temperature. The reaction mixture was concentrated under reduced pressure to obtain the title compound (1.08 g) as crude brown powder.

Workup

  1. additionwas added dropwise to this reaction mixture
  2. customfor 20 minutes
  3. temperatureit was heated to room temperature
  4. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e1beb8fa350e40649cd456b15e105bf6
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

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