Acetyl chloride → 6-[4-(4-(5-Acetamidoindol-3-yl)butyl)piperazino]-1,4-benzodioxane

HRID 4956Notes

Reaction equation

HRID 4956 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:32]=[CH:31][C:26]3[O:27][CH2:28][CH2:29][O:30][C:25]=3[CH:24]=2)[CH2:19][CH2:18]1)([O-])=O.[C:33](Cl)(=[O:35])[CH3:34]>C1COCC1>[C:33]([NH:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:32]=[CH:31][C:26]3[O:27][CH2:28][CH2:29][O:30][C:25]=3[CH:24]=2)[CH2:19][CH2:18]1)(=[O:35])[CH3:34]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 197973246-[4-(4-(5-Nitroindol-3-yl)butyl)piperazino]-1,4-benzodioxane

Product 1

HCID 197973236-[4-(4-(5-Acetamidoindol-3-yl)butyl)piperazino]-1,4-benzodioxane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 4.21 g of 6-[4-(4-(5-aminoindol-3-yl)butyl)piperazino]-1,4-benzodioxane ("C") [obtainable as in Example 5] in 35 ml of THF is treated with a solution of 0.9 g of acetyl chloride in 10 ml of THF, and the mixture is stirred at 50° for 2 hours, evaporated and worked up in the conventional manner. 6-[4-(4-(5-Acetamidoindol-3-yl)butyl)piperazino]-1,4-benzodioxane is obtained.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-38db96a21eb54cbaaeba038afad9b60c
Source dataset
uspto-grants-1993_09
Patent number
US05242925

Reaction notes

Loading…