1-Iodo-3-methylbutane → HCID 9802980, compound

HRID 1840946Notes

Reaction equation

HRID 1840946 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][O:18][C:19]3[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=3[C:21]([O:23]C)=[O:22])[CH2:12][CH2:11]2)=[CH:2]1.[H-].[Na+].[CH3:31][CH:32]([CH3:36])[CH2:33][CH2:34]I>>[CH3:31][CH:32]([CH3:36])[CH2:33][CH2:34][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][O:18][C:19]3[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=3[C:21]([OH:23])=[O:22])[CH2:12][CH2:11]2)=[CH:2]1

Participants

4

Reactant 3

HCID 109241-Iodo-3-methylbutaneHCID 24758Sodium hydrideHCID 11440344methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate

Product 1

HCID 9802980HCID 9802980, compound

Procedure

This compound was prepared following the procedure described in Example 138 (part B) starting with 3 g (7.9 mmol) of methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate, 0.54 g (13.5 mmol) of NaH in 60% of mineral oil and 1.67 g (11.08 mmol) of 3-methylbutyl iodide. The crude mixture was hydrolised following the procedure described in Example 138 (part C) and purified by chromatography over silica gel affording 2.7 g (77% of yield) of the desired product. Melting point=150-151° C.

Workup

  1. customThis compound was prepared
  2. custompurified by chromatography over silica gel affording 2.7 g (77% of yield) of the desired product

Sources & evidence

ORD record
ord-6389224138ed479f93af34c7787961f7
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

Loading…