Triethylamine → HCID 57551982, compound

HRID 1258494Notes

Reaction equation

HRID 1258494 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-db5ba8589ba64ab69d2d63f4ebd55684
Source dataset
uspto-grants-2013_06
Patent number
US08466158B2

Reaction notes

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