Potassium Carbonate → HCID 62204841, compound

HRID 1507044Notes

Reaction equation

HRID 1507044 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.Br[CH2:11][CH:12]1[CH2:14][O:13]1.C([O-])([O-])=O.[K+].[K+]>CC#N>[O:13]1[CH2:14][CH:12]1[CH2:11][N:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 422478Isoindoline

Product 1

HCID 62204841HCID 62204841, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of isoindoline (200 mg, 1.68 mmol) and 2-(bromomethyl)oxirane (272 mg, 2.0 mmol) in CH3CN (10 mL) was added K2CO3 (690 mg, 5 mmol) and reaction mixture was stirred at 25° C. for 16 h. The mixture was filtered, concentrated and the crude product was used in the next step without further purification. (280 mg, yield 95%) MS (ESI+) e/z: 176.1 [M+1]+.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customthe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-6c7d553bab8e4d279c2e015da3886aa5
Source dataset
uspto-grants-2015_12
Patent number
US09221794B2

Reaction notes

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