Triethylamine → HCID 57551982, compound

HRID 218089Notes

Reaction equation

HRID 218089 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][C@@H:14]([OH:16])[C@H:13]2[O:17][CH2:18][C:19]([O:22][CH3:23])([O:20][CH3:21])[C@@H:12]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[S:31](Cl)([CH3:34])(=[O:33])=[O:32]>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][C@@H:14]([O:16][S:31]([CH3:34])(=[O:33])=[O:32])[C@H:13]2[O:17][CH2:18][C:19]([O:22][CH3:23])([O:20][CH3:21])[C@@H:12]12)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57551975HCID 57551975, compound

Product 1

HCID 57551982HCID 57551982, compoundYield 105.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of compound 12d (500 mg, 1.55 mmol) in CH2Cl2 (20 mL) was added triethyl amine (332 μL, 2.32 mmol) and mesyl chloride (266 mg, 2.32 mmol). After stirring for 30 minutes the reaction was washed with saturated NaHCO3 (1×20 mL), 2M HCl (1×20 m), dried MgSO4 and concentrated to give the title compound (655 mg, 99%) as a yellow oil. MS M+H 402.

Workup

  1. washwas washed with saturated NaHCO3 (1×20 mL), 2M HCl (1×20 m), dried MgSO4
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f899a328802e49ac9a63f7cf0ab2b8b3
Source dataset
uspto-grants-2012_06
Patent number
US08198283B2

Reaction notes

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