Ethanol → HCID 178518179, compound

HRID 1158097Notes

Reaction equation

HRID 1158097 reaction equation
[C@@H:1]12[CH2:7][C@@H:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]([NH2:11])=[S:10].Br[CH:13]1[CH2:17][CH2:16][O:15][C:14]1=[O:18].CCO.CCN(C(C)C)C(C)C>O>[C@@H:1]12[CH2:7][C@@H:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][CH:17]([CH2:13][CH2:14][OH:18])[C:16](=[O:15])[N:11]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 954632(3H)-Furanone, 3-bromodihydro-HCID 426429861-((1S,2S,4R)-Bicyclo[2.2.1]heptan-2-yl)thiourea

Product 1

HCID 178518179HCID 178518179, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-((1S,2S,4R)-Bicyclo[2.2.1]heptan-2-yl)thiourea (887 mg, 5.25 mmol), 3-bromo-dihydrofuran-2(3H)-one (1.65 g, 5 mmol), EtOH (10 mL) and DIEA (5.0 mL) were placed in a microwave reaction vessel. The mixture was placed in a microwave synthesizer and was irradiated at 150° C. for 30 min. The resulting mixture was poured into water and extracted with EtOAc and dried over MgSO4. After being filtered and concentrated in vacuo, the title compound was obtained a brown solid. MS (ES+): 255 (M+H)+.

Workup

  1. customwas irradiated at 150° C. for 30 min
  2. extractionextracted with EtOAc
  3. dry with materialdried over MgSO4
  4. filtrationAfter being filtered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2e659131a78843358ed26eda407060d2
Source dataset
uspto-grants-2010_10
Patent number
US07807700B2

Reaction notes

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