Isoindoline → HCID 86729455, compound

HRID 1507049Notes

Reaction equation

HRID 1507049 reaction equation
[CH:1]1([N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][CH:23]3[CH2:25][O:24]3)[CH:16]=2)[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:28][NH:27]1>CCO>[CH:1]1([N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][CH:23]([OH:24])[CH2:25][N:27]3[CH2:28][C:29]4[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:26]3)[CH:16]=2)[C:7](=[O:13])[O:8][C:9]([CH3:11])([CH3:10])[CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 422478IsoindolineHCID 86729454HCID 86729454, compound

Product 1

HCID 86729455HCID 86729455, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of tert-butyl cyclopentyl(3-(oxiran-2-ylmethoxy)benzyl)carbamate (300 mg, 0.86 mmol) in EtOH (5 mL) was added isoindoline (113 mg, 0.95 mmol). The reaction mixture was heated under microwave conditions at 110° C. for 0.8 h. The mixture was concentrated and the crude product was used in the next step without further purification. (220 mg, yield 55%) MS (ESI+) e/z: 467.3 [M+1]+.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-91681753fa9f4ef09db90de9017de710
Source dataset
uspto-grants-2015_12
Patent number
US09221794B2

Reaction notes

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