Diethylene Glycol Monoethyl Ether → 6-[4-(3-(5-Carbamoylindol-3-yl)propyl)piperazino]-1,4-benzodioxane

HRID 4963

Reaction equation

HRID 4963 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:30]=[CH:29][C:24]3[O:25][CH2:26][CH2:27][O:28][C:23]=3[CH:22]=2)[CH2:17][CH2:16]1)#[N:2].[OH-].[Na+].C([O:35]CCOCCO)C>O>[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][CH2:14][N:15]1[CH2:16][CH2:17][N:18]([C:21]2[CH:30]=[CH:29][C:24]3[O:25][CH2:26][CH2:27][O:28][C:23]=3[CH:22]=2)[CH2:19][CH2:20]1)(=[O:35])[NH2:2]

Participants

5

Reactant 3

HCID 8146Diethylene Glycol Monoethyl EtherHCID 14798Sodium HydroxideHCID 197973106-[4-(3-(5-Cyanoindol-3-yl)propyl)piperazino]-1,4-benzodioxane

Product 1

HCID 197973416-[4-(3-(5-Carbamoylindol-3-yl)propyl)piperazino]-1,4-benzodioxane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.1 g of 6-[4-(3-(5-cyanoindol-3-yl)propyl)piperazino]-1,4-benzodioxane, 2.7 g of NaOH, 100 ml of water and 50 ml of diethylene glycol monoethyl ether is stirred at a bath temperature of 140° for 3 hours. It is cooled, worked up in the conventional manner and gives 6-[4-(3-(5-carbamoylindol-3-yl)propyl)piperazino]-1,4-benzodioxane.

Workup

  1. temperatureIt is cooled

Sources & evidence

ORD record
ord-6c122948b65340e585059a9fd869a14c
Source dataset
uspto-grants-1993_09
Patent number
US05242925

Linked notes

Loading…