Ethanesulfonylchloride, 2-chloro- → HCID 22941046, compound

HRID 342117Notes

Reaction equation

HRID 342117 reaction equation
Cl[CH2:2][CH2:3][S:4](Cl)(=[O:6])=[O:5].[CH2:8]([C@@H:12]1[NH:17][CH2:16][CH2:15][N:14]([C:18]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)=[O:19])[CH2:13]1)[CH2:9][CH2:10][CH3:11].C(N(C(C)C)CC)(C)C>ClCCl>[CH2:8]([C@H:12]1[CH2:13][N:14]([C:18]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)=[O:19])[CH2:15][CH2:16][N:17]1[S:4]([CH:3]=[CH2:2])(=[O:6])=[O:5])[CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 81531DiisopropylethylamineHCID 15390993HCID 15390993, compound

Product 1

HCID 22941046HCID 22941046, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Chloroethylsulfonylchloride (0.038 mL, 0.314 mmol) was added to a solution of 3(S)-butyl-1-(1-naphthoyl)piperazine (0.095 g, 0.285 mmol) and diisopropylethylamine (0.119 mL, 0.685 mmol) in dichloromethane (3 mL). The reaction was stirred overnight under nitrogen, quenched with saturated sodium bicarbonate and extracted into ethyl acetate. After drying with magnesium sulfate, the title compound was isolated.

Workup

  1. customquenched with saturated sodium bicarbonate
  2. extractionextracted into ethyl acetate
  3. dry with materialAfter drying with magnesium sulfate

Sources & evidence

ORD record
ord-80398e20cc1c45d58b455052cfaec205
Source dataset
uspto-grants-1999_01
Patent number
US05856326

Reaction notes

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