Potassium Iodide → HCID 9930212, compound

HRID 1840973Notes

Reaction equation

HRID 1840973 reaction equation
[CH:1]1([CH2:4][N:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:6]2)[CH2:3][CH2:2]1.C[O:21][C:22](=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29]Br)[CH:24]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(C(C)=O)C(C)C>[CH:1]1([CH2:4][N:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([CH:14]3[CH2:19][CH2:18][N:17]([CH2:29][C:25]4[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=4)[C:22]([OH:31])=[O:21])[CH2:16][CH2:15]3)=[CH:6]2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 517981Methyl 3-(bromomethyl)benzoateHCID 11448192HCID 11448192, compound

Product 1

HCID 9930212HCID 9930212, compound

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

This compound was prepared following the procedure described in Example 157 (part D) starting with 1.5 g (6 mmol) of 1-cyclopropylmethyl-3-piperidin-4-yl-1H-indole, 1.8 g (7.8 mmol) of 3-bromomethyl-benzoic acid methyl ester, 1.2 g (9 mmol) of potassium carbonate and 0.9 g (4.5 mmol) of potassium iodide in 25 mL of iso-butylmethylketone. The crude mixture was purified by flash chromatography over silica gel affording 0.63 g (27% of yield) of the desired product.

Workup

  1. customThis compound was prepared
  2. customThe crude mixture was purified by flash chromatography over silica gel affording 0.63 g (27% of yield) of the desired product

Sources & evidence

ORD record
ord-3a48c1c58b5144d3ad3cd74e20a30564
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

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