Triethylamine → HCID 18470012, compound

HRID 2228449Notes

Reaction equation

HRID 2228449 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14](=[O:27])[C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[CH:17][CH:16]=2)=[CH:8][CH:7]=1)=[O:4].[CH3:30][S:31](Cl)(=[O:33])=[O:32].C(N(CC)CC)C>CN(C)C=O>[F:29][C:2]([F:28])([F:1])[C:3]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][C:14]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][N:24]([S:31]([CH3:30])(=[O:33])=[O:32])[CH2:23][CH2:22]3)=[CH:17][CH:16]=2)=[O:27])=[CH:10][CH:11]=1)=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18469986HCID 18469986, compound

Product 1

HCID 18470012HCID 18470012, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2,2,2-trifluoro-N-{4-[3-oxo-3-(4-piperazin-1-ylphenyl)propyl]-phenyl}acetamide (0.45 g, 1.1 mmol) was treated with methanesulfonyl chloride (0.15 g, 1.32 mmol) and triethylamine (0.28 g, 2.75 mmol) in N,N-dimethyl-formamide (5 mL). The reaction mixture was stirred for 15 minutes at 0° C., diluted with ice water, and extracted with ethyl acetate. The organic extract was washed with water and brine, dried, and concentrated in vacuo to give the title compound as a white solid (0.45 g, 85%).

Workup

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. washwas washed with water and brine
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-32772a2c3c9d4303877a7fb4063799bd
Source dataset
uspto-grants-2002_07
Patent number
US06417186B1

Reaction notes

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