Benzenesulfonyl chloride → HCID 68946628, compound

HRID 2116731Notes

Reaction equation

HRID 2116731 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH:5]([O:11][C:12]1[CH:20]=[C:19]2[C:15]([CH:16]=[C:17]([CH2:21][NH2:22])[NH:18]2)=[CH:14][CH:13]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].CCN(C(C)C)C(C)C.[C:33]1([S:39](Cl)(=[O:41])=[O:40])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(Cl)Cl>[CH2:9]([O:8][C:6](=[O:7])[CH:5]([O:11][C:12]1[CH:20]=[C:19]2[C:15]([CH:16]=[C:17]([CH2:21][NH:22][S:39]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)(=[O:41])=[O:40])[NH:18]2)=[CH:14][CH:13]=1)[C:4]([O:3][CH2:1][CH3:2])=[O:23])[CH3:10]

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 68950229HCID 68950229, compound

Product 1

HCID 68946628HCID 68946628, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(2-Aminomethyl-1H-indol-6-yloxy)-malonic acid diethyl ester (80 mg, 0.2 5 mmol) is dissolved in DCM (2 ml). DIEA (87 □l, 0.50 mmol) is added. To the solution, benzenesulfonyl chloride (44 mg, 0.25 mmol) is added. The reaction is stirred at room temperature for two hours. The reaction mixture is concentrated and the residue is purified by chromatography (30% ethyl acetate in hexanes) to give the title compound.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe residue is purified by chromatography (30% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-738e366de9c94c528c87e30d4a5ec9f8
Source dataset
uspto-grants-2008_10
Patent number
US07439249B2

Reaction notes

Loading…