Morpholine → 6-methoxy-1-morpholine-4-yl-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

HRID 19564Notes

Reaction equation

HRID 19564 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7](Br)[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH3:22])[CH:9]=2)=[O:5])[CH3:2].[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[CH:7]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH3:22])[CH:9]=2)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 686984701-bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

Product 1

HCID 116033036-methoxy-1-morpholine-4-yl-3-phenyl-1H-indene-2-carboxylic acid ethyl esterYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (10 mg, 0.40 mmol) obtained in Example 18 was dissolved in THF (15 mL), and morpholine (175.01 mg, 0.18 mL, 2.01 mmol) was added dropwise thereto. The mixture was stirred for 12 hrs at RT, and the solvent was removed under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 126 mg of the titled compound (yield: 83%).

Workup

  1. customthe solvent was removed under a reduced pressure
  2. customThe resulting residue was purified by flash chromatography

Sources & evidence

ORD record
ord-73ba5e45096c471f9ddaf531198c004b
Source dataset
uspto-grants-2010_06
Patent number
US07745439B2

Reaction notes

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