Triethylamine → HCID 11210968, compound

HRID 1966933Notes

Reaction equation

HRID 1966933 reaction equation
[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:23][C@H:22]([CH2:24]O)[O:21][C:20]4=[O:26])=[CH:15][C:14]=3[F:27])=[CH:9][N:8]=2)=[N:3]1.C(N(S(F)(F)[F:34])CC)C.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:23][C@H:22]([CH2:24][F:34])[O:21][C:20]4=[O:26])=[CH:15][C:14]=3[F:27])=[CH:9][N:8]=2)=[N:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 123472(Diethylamino)sulfur trifluorideHCID 11234049Tedizolid

Product 1

HCID 11210968HCID 11210968, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 5 ml of methylene chloride was dissolved 100 mg of the compound 10. The solution was added with 43 mg of diethylaminosulfurtrifloride (DAST) and 0.078 ml of triethylamine and then stirred for 24 hours. After being concentrating, the reaction mixture was purified by column chromatography to obtain the title compound 75 mg. Yield 75%.

Workup

  1. concentrationAfter being concentrating
  2. customthe reaction mixture was purified by column chromatography

Sources & evidence

ORD record
ord-4a0e66586d1e4fbe883029dcda94ad8c
Source dataset
uspto-grants-2013_04
Patent number
US08420676B2

Reaction notes

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