Triethylamine → HCID 11210968, compound

HRID 1752954Notes

Reaction equation

HRID 1752954 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 methylenechloride 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-2e3951cdae9b4b9cbee273fd33355ceb
Source dataset
uspto-grants-2015_10
Patent number
US09163043B2

Reaction notes

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