Butyl iodide → HCID 9802248, compound

HRID 1840959Notes

Reaction equation

HRID 1840959 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1.[H-].[Na+].[CH2:31](I)[CH2:32][CH2:33][CH3:34]>>[CH2:31]([N:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:19]([CH:16]2[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][O:10][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[C:3]([OH:2])=[O:28])[CH2:18][CH2:17]2)=[CH:20]1)[CH2:32][CH2:33][CH3:34]

Participants

4

Reactant 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 11440344methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate

Product 1

HCID 9802248HCID 9802248, compound

Procedure

This compound was prepared following the procedure described in Example 138 (part B) starting with 0.119 g (0.31 mmol) of 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoic acid methyl ester, 0.022 g (0.53 mmol) of NaH in 60% of mineral oil and 0.044 mL (0.41 mmol) of butyl iodide. The crude mixture was hydrolised following the procedure described in Example 138 (part C) and purified by chromatography over silica gel affording 0.054 g (42% of yield) of the desired product.

Workup

  1. customThis compound was prepared
  2. custompurified by chromatography over silica gel affording 0.054 g (42% of yield) of the desired product

Sources & evidence

ORD record
ord-89bf8f1e24d84d27a8263c9e1c4857f1
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

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