Methanesulfonyl chloride → HCID 16112501, compound

HRID 1661467Notes

Reaction equation

HRID 1661467 reaction equation
[CH3:1][C@@H:2]1[C@@H:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[NH:3]1.C(N(C)C(C)C)(C)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C(Cl)Cl>[CH3:1][C@@H:2]1[C@@H:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:3]1[S:20]([CH3:19])(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 547370N,N-DiisopropylmethylamineHCID 11263513(2R,3R)-2-Methyl-3-phenylaziridine

Product 1

HCID 16112501HCID 16112501, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

To (2R,3R)-2-Methyl-3-phenylaziridine (38b, 0.08 g, 0.60 mmol) in CH2Cl2 (3 ml) was is added N,N-Diisopropylmethyamine (0.219 ml, 1.32 mmol) and the reaction mixture was cooled to −10° C. before methansulfonyl chloride (0.051 ml, 0.66 mmol) was added The mixture was stirred for 30 min at −10° C. than at room temperature for 1 h. The crude sample was added to a Chromasil C18 column and was eluted with MeCN/H2O 35-70%, 20 min.

Workup

  1. additionwas added The mixture
  2. additionThe crude sample was added to a Chromasil C18 column
  3. washwas eluted with MeCN/H2O 35-70%, 20 min.

Sources & evidence

ORD record
ord-2ce22622c1fd48efba25c20db4b2011a
Source dataset
uspto-grants-2011_10
Patent number
US08030340B2

Reaction notes

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