1-Iodohexane → HCID 9846514, compound

HRID 1840960Notes

Reaction equation

HRID 1840960 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][CH2:34][CH2:35][CH3:36]>>[CH2:31]([N:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:19]([CH:16]2[CH2:17][CH2:18][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:28])=[O:2])[CH2:14][CH2:15]2)=[CH:20]1)[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

4

Reactant 3

HCID 125271-IodohexaneHCID 24758Sodium hydrideHCID 11440344methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate

Product 1

HCID 9846514HCID 9846514, 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 (0.52 mmol) of NaH in 60% of mineral oil and 0.058 mL (0.41 mmol) of hexyl iodide. The crude mixture was hydrolised following the procedure described in Example 138 (part C) and purified by chromatography over silica gel affording 0.047 g (34% of yield) of the desired product.

Workup

  1. customThis compound was prepared
  2. custompurified by chromatography over silica gel affording 0.047 g (34% of yield) of the desired product

Sources & evidence

ORD record
ord-118ad38eb8d84b10a3700344e38aa872
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

Loading…