Morpholine → HCID 15341902, compound

HRID 1733852Notes

Reaction equation

HRID 1733852 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:12])=[C:6]2[CH2:13][C:14]([OH:16])=O.C1CCC(N=C=NC2CCCCC2)CC1.[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:12])=[C:6]2[CH2:13][C:14]([N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)=[O:16]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 10868DicyclohexylcarbodiimideHCID 761515-Methoxy-2-methylindole-3-acetic acid

Product 1

HCID 15341902HCID 15341902, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 5-methoxy-2-methyl-3-indoleacetic acid (0.665g; 3.03 mmol) in 6 mL of THF was added DCC (0.661 g; 3.2 mmol). After 2 h of stirring, morpholine (1 mL; 11.4 mmol) was added and stirred for another 1 h. The reaction mixture was filtered and the solvent removed. Chromatography on silica gel (eluted with EtOAc) yielded 0.585 g (64%) of the title compound.

Workup

  1. stirringstirred for another 1 h
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent removed

Sources & evidence

ORD record
ord-256ff188c4024d3999db419ad8680756
Source dataset
uspto-grants-1996_07
Patent number
US05532237

Reaction notes

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