Triethylamine → HCID 66745298, compound

HRID 1959433Notes

Reaction equation

HRID 1959433 reaction equation
[CH2:1]1[C:4]2([CH2:8][N:7]([C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:10])[CH2:6][CH2:5]2)[CH2:3][NH:2]1.C(N(CC)CC)C.[CH:26]([S:29](Cl)(=[O:31])=[O:30])([CH3:28])[CH3:27]>C(Cl)Cl>[CH:26]([S:29]([N:2]1[CH2:3][C:4]2([CH2:5][CH2:6][N:7]([C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:10])[CH2:8]2)[CH2:1]1)(=[O:31])=[O:30])([CH3:28])[CH3:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 667441512,6-Diazaspiro[3.4]octane-6-carboxylic acid, phenylmethyl ester

Product 1

HCID 66745298HCID 66745298, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of benzyl 2,7-diazaspiro[3.4]octane-7-carboxylate (192 mg, 0.68 mmol) in DCM (1 mL) was treated with triethylamine (137 mg, 189 μL, 1.36 mmol) and isopropylsulfonyl chloride (107 mg, 84 μL, 0.75 mmol) at 0° C. The reaction mixture was stirred for 20 minutes. The reaction mixture was diluted with DCM and washed with 1N HCl and brine. The organic layer was dried over Na2SO4 filtered and concentrated under reduced pressure to obtain benzyl 2-isopropylsulfonyl-2,6-diazaspiro[3.4]octane-6-carboxylate (230 mg, 96%) as a colorless oil.

Workup

  1. washwashed with 1N HCl and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b8fcda2136c2420eb8d2ec173cf0fecc
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

Loading…