Triethylamine → HCID 86723240, compound

HRID 1846017Notes

Reaction equation

HRID 1846017 reaction equation
C(N(CC)CC)C.[Br:8][C:9]1[CH:17]=[CH:16][C:15]([S:18]([CH:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])=[CH:14][C:10]=1[C:11]([NH2:13])=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C1COCC1.CCOC(C)=O>[Br:8][C:9]1[CH:17]=[CH:16][C:15]([S:18]([CH:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])=[CH:14][C:10]=1[C:11]#[N:13]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 86723239HCID 86723239, compound

Product 1

HCID 86723240HCID 86723240, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Triethylamine (0.23 mL, 1.65 mmol) was added to a solution of 2-bromo-5-(isopropylsulfonyl)benzamide (Preparation 24, 338 mg, 1.11 mmol) in THF (10 mL) followed by trifluoroacetic anhydride (0.18 ml, 1.32 mmol). The reaction mixture was stirred at room temperature for 1 hour, diluted with EtOAc (30 mL) and washed with 2M NaHCO3 (20 mL), brine (20 mL) and the organic layer was dried (MgSO4). The solvent was evaporated under reduced pressure to give a colourless solid, 86% yield, 273 mg.

Workup

  1. washwashed with 2M NaHCO3 (20 mL), brine (20 mL)
  2. dry with materialthe organic layer was dried (MgSO4)
  3. customThe solvent was evaporated under reduced pressure
  4. customto give a colourless solid, 86% yield, 273 mg

Sources & evidence

ORD record
ord-d7b68aaf770e4407bb413afed7896091
Source dataset
uspto-grants-2015_02
Patent number
US08952008B2

Reaction notes

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