Morpholine → HCID 71075457, compound

HRID 2170721Notes

Reaction equation

HRID 2170721 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:26]=[CH:27][CH:28]=1)[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][C:14]([C:18]([O:20]CC=C)=[O:19])=[CH:15][CH:16]=2)[C:11]([CH3:24])=[C:10]1[CH3:25])=[O:4].N1CCOCC1>C1COCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:26]=[CH:27][CH:28]=1)[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][C:14]([C:18]([OH:20])=[O:19])=[CH:15][CH:16]=2)[C:11]([CH3:24])=[C:10]1[CH3:25])=[O:4]

Participants

5

Reactant 2

HCID 8083MorpholineHCID 86674599HCID 86674599, compound

Product 1

HCID 71075457HCID 71075457, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The mixture of allyl 1-(3-(methoxycarbonyl)benzyl)-2,3-dimethyl-1H-indole-5-carboxylate (133 mg, 0.35 mmol) and morpholine (0.3 mL, 3.4 mmol) in THF (4 mL) was degassed and then Pd(PPh3)4 (41 mg, 0.035 mmol) was added. The mixture was stirred at room temperature for 1 h. The solvent was removed and the residue was dissolved in Methanol and acidified to pH 4. The precipitate was collected and washed with water to obtain the title compound.

Workup

  1. customwas degassed
  2. customThe solvent was removed
  3. dissolutionthe residue was dissolved in Methanol
  4. customThe precipitate was collected
  5. washwashed with water

Sources & evidence

ORD record
ord-783ca35ee8a24193b06e89f7523cbedf
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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