Triethylamine → HCID 69231152, compound

HRID 656300Notes

Reaction equation

HRID 656300 reaction equation
[C:1]([C:3]1[N:4]([CH3:9])[CH:5]=[C:6]([NH2:8])[CH:7]=1)#[N:2].C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl.Cl>[CH3:17][S:18]([NH:8][C:6]1[CH:7]=[C:3]([C:1]#[N:2])[N:4]([CH3:9])[CH:5]=1)(=[O:20])=[O:19]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 45087085HCID 45087085, compound

Product 1

HCID 69231152HCID 69231152, compoundYield 78.5%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Compound 22-6 (310 mg) was dissolved in dichloromethane (30 ml) and cooled to 0° C. To the solution were added triethylamine (430 μl) and methanesulfonyl chloride (210 μl) successively through an injector, followed by stirring at room temperature for 24 hours. The resulting mixture was diluted with 1 N aqueous hydrochloric acid, and an organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the obtained residue was purified by column-chromatography (ethyl aceate/hexane=1/1) to yield the compound 22-7 (400 mg, 78.5%)

Workup

  1. dry with materialan organic layer was dried over magnesium sulfate
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe obtained residue was purified by column-chromatography (ethyl aceate/hexane=1/1)

Sources & evidence

ORD record
ord-33d6e7843b904564a247c65717c03fca
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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