HCID 66593061, compound → HCID 66593137, compound

HRID 2264702Notes

Reaction equation

HRID 2264702 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[C:16]2[CH2:24][CH2:25][O:26][CH3:27])=[CH:11][CH:10]=1)C1C=CC=CC=1>O1CCCC1.CO.[Pd]>[CH3:27][O:26][CH2:25][CH2:24][C:16]1[N:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[C:23]2[C:18]([CH:17]=1)=[CH:19][CH:20]=[CH:21][CH:22]=2

Participants

5

Reactant 1

HCID 66593061HCID 66593061, compound

Product 1

HCID 66593137HCID 66593137, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-(4-Benzyloxyphenyl)-2-(2-methoxyethyl)-1H-indole (0.14 g, 0.39 mmol) was dissolved in tetrahydrofuran (2 mL) and methanol (1 mL). A catalytic amount of palladium on carbon (wet, 10% dry basis) was added, and the flask was purged with N2 and H2. The reaction was stirred under 1 atm of H2 overnight. The mixture was filtered through Celite, and the filtrate was concentrated to give the desired product. The reaction was assumed to be quantitative. LC-MS (C17H17NO2 calc'd 267) m/z 266 (M−H).

Workup

  1. customthe flask was purged with N2 and H2
  2. filtrationThe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-758c3ceb6cef4aa7b30462aa550070a0
Source dataset
uspto-grants-2010_12
Patent number
US07855224B2

Reaction notes

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