Methanesulfonyl chloride → HCID 178505285, compound

HRID 46129Notes

Reaction equation

HRID 46129 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9]1[S:10][C:11]([CH2:18][CH2:19][OH:20])([CH2:15][CH2:16][OH:17])[C:12](=[O:14])[N:13]=1.C(N(C(C)C)CC)(C)C.[CH3:30][S:31](Cl)(=[O:33])=[O:32]>C(Cl)Cl>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9]1[S:10][C:11]([CH2:15][CH2:16][O:17][S:31]([CH3:30])(=[O:33])=[O:32])([CH2:18][CH2:19][O:20][S:31]([CH3:30])(=[O:33])=[O:32])[C:12](=[O:14])[N:13]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 1785179402-(2-bicyclo[2.2.1]heptanylamino)-5,5-bis(2-hydroxyethyl)-1,3-thiazol-4-one

Product 1

HCID 178505285HCID 178505285, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-(bicyclo[2.2.1]heptan-2-ylamino)-5,5-bis(2-hydroxyethyl)thiazol-4(5H)-one (280 mg, 0.94 mmol) and diisopropylethylamine (Aldrich, 412 mg, 3.19 mmol) in CH2Cl2 (5 mL) was added methanesulfonyl chloride (344 mg, 3.00 mmol, 3.2 eq), and the reaction mixture was stirred at room temperature for 18 h. The reaction mixture was then concentrated in vacuo to providethe title compound which was used without further purification. MS (ESI, pos. ion) m/z: 455 (M+H).

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo to providethe title compound which
  2. customwas used without further purification

Sources & evidence

ORD record
ord-a7066d85b058479fb3e1ccf73b961947
Source dataset
uspto-grants-2013_09
Patent number
US08541592B2

Reaction notes

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