Triethylamine → HCID 19682530, compound

HRID 2113223Notes

Reaction equation

HRID 2113223 reaction equation
CCN(CC)CC.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[N:13]1([NH2:19])[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>C(Cl)Cl>[N:13]1([NH:19][S:9]([CH3:8])(=[O:11])=[O:10])[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20315N-AminomorpholineHCID 31297Methanesulfonyl chloride

Product 1

HCID 19682530HCID 19682530, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using the adapted Tozer procedure of Example 1, NEt3 (2.8 mL) and methanesulfonyl chloride Compound 1i (2.3 g, 20.0 mmol) were added to a solution of morpholin-4-ylamine Compound 11a (2.1 g, 20.0 mmol) in 20 mL of CH2Cl2 at 0° C. under a N2 atmosphere. The mixture was stirred and warmed to ambient temperature over a 2 hr period, then the reaction was quenched with water (10 mL). The organic layer was diluted with CH2Cl2 (60 mL) and washed with water and brine, separated and dried with anhydrous Na2SO4, then filtered and concentrated in vacuo to afford N-morpholin-4-yl-methanesulfonamide Compound 11b as an oil.

Workup

  1. customthe reaction was quenched with water (10 mL)
  2. additionThe organic layer was diluted with CH2Cl2 (60 mL)
  3. washwashed with water and brine
  4. customseparated
  5. dry with materialdried with anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4e309f42116043818dabc546f28c9bf9
Source dataset
uspto-grants-2009_04
Patent number
US07524964B2

Reaction notes

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