Sodium hydride → HCID 18185309, compound

HRID 1358766Notes

Reaction equation

HRID 1358766 reaction equation
[N:1]1([CH2:7][CH:8]([OH:11])[CH2:9][OH:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[C:15]1[CH:20]=[CH:19][C:18]([S:21]([C:24]([F:27])([F:26])[F:25])(=[O:23])=[O:22])=[CH:17][C:16]=1[N+:28]([O-:30])=[O:29]>C(#N)C>[N+:28]([C:16]1[CH:17]=[C:18]([S:21]([C:24]([F:27])([F:26])[F:25])(=[O:23])=[O:22])[CH:19]=[CH:20][C:15]=1[O:11][CH:8]([CH2:9][O:10][C:15]1[CH:20]=[CH:19][C:18]([S:21]([C:24]([F:26])([F:27])[F:25])(=[O:23])=[O:22])=[CH:17][C:16]=1[N+:28]([O-:30])=[O:29])[CH2:7][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)([O-:30])=[O:29]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 978243-(1-Piperidinyl)-1,2-propanediolHCID 15479561-Chloro-2-nitro-4-trifluoromethanesulfonylbenzene

Product 1

HCID 18185309HCID 18185309, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using the same procedure as for example 54, a mixture of 3-piperidino-1,2-propanediol (40 mg, 0.25 mmol), sodium hydride (60%, 30 mg) and 1-chloro-2-nitro-4-trifluoromethanesulfonyl-benzene (174 mg, 0.6 mmol) in acetonitrile (1 mL+0.6 mL) was heated to reflux for 18 hours, worked-up and purified on silica gel to give the title compound. MS +ve APCI 666 [M+1].

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 18 hours
  3. custompurified on silica gel

Sources & evidence

ORD record
ord-c089176358be46b9b92ee5bf32f704df
Source dataset
uspto-grants-2003_07
Patent number
US06596772B1

Reaction notes

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