Potassium Carbonate → HCID 15292696, compound

HRID 2294208Notes

Reaction equation

HRID 2294208 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].[C:24]1([CH2:30][N:31]=[C:32]=[O:33])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O1CCCC1>[C:24]1([CH2:30][NH:31][C:32](=[O:33])[O:17][C:13]2[CH:12]=[C:11]3[C:16](=[CH:15][CH:14]=2)[N:8]([CH2:7][C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)[CH:9]=[CH:10]3)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 76639Benzyl isocyanateHCID 15292694HCID 15292694, compound

Product 1

HCID 15292696HCID 15292696, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(4-pyridinylmethyl)-1H-indol-5-ol (2.2 g) in 50 ml tetrahydrofuran, was added milled K2CO3 (1.4 g) followed by phenylmethyl isocyanate (1.2 ml). After stirring at ambient temperature for twenty hours, the mixture was filtered, and the filtrate evaporated to an oil, (~ 3.5 g) which was eluted on a silica gel column with ethyl acetate/dichloromethane (1:1) via HPLC. The desired fractions were combined and evaporated to yield 2.8 g of 1-(4-pyridinylmethyl)-1H-indol-5-yl phenylmethylcarbamate, m.p. 112°-114° C.

Workup

  1. filtrationthe mixture was filtered
  2. customthe filtrate evaporated to an oil, (~ 3.5 g) which
  3. washwas eluted on a silica gel column with ethyl acetate/dichloromethane (1:1) via HPLC
  4. customevaporated

Sources & evidence

ORD record
ord-7d804e28d6514868be3719bc04c60e24
Source dataset
uspto-grants-1997_11
Patent number
US05688816

Reaction notes

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