Potassium Iodide → HCID 23444840, compound

HRID 1840974Notes

Reaction equation

HRID 1840974 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:22][C:23](=[O:36])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34]Cl)=[CH:27][CH:26]=1)C.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]([CH2:34][CH2:33][CH2:32][O:31][C:28]4[CH:29]=[CH:30][C:25]([CH2:24][C:23]([OH:36])=[O:22])=[CH:26][CH:27]=4)[CH2:16][CH2:15]3)=[CH:6]2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 11448192HCID 11448192, compoundHCID 54050301HCID 54050301, compound

Product 1

HCID 23444840HCID 23444840, 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, 2 g (6.6 mmol) of [4-(3-chloro-propoxy)-phenyl]-acetic acid ethyl ester, 1.7 g (12 mmol) of potassium carbonate and 1 g (6.15 mmol) of potassium iodide in 32 mL of iso-butylmethylketone. The crude mixture was purified by flash chromatography over silica gel affording 1.6 g (58% 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 1.6 g (58% of yield) of the desired product

Sources & evidence

ORD record
ord-0c4e6b277b994023a3c8a502ce2b42de
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

Loading…