Triethylamine → HCID 86702097, compound

HRID 588699Notes

Reaction equation

HRID 588699 reaction equation
[CH3:1][C:2]12[CH2:12][C:6]3([O:13][CH2:14][CH2:15][OH:16])[CH2:7][C:8]([CH3:11])([CH2:10][C:4]([CH2:17][N:18]4[C:22]([CH3:23])=[C:21]([I:24])[CH:20]=[N:19]4)([CH2:5]3)[CH2:3]1)[CH2:9]2.C(N(CC)CC)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>C(Cl)Cl.C(OCC)(=O)C>[CH3:32][S:33]([O:16][CH2:15][CH2:14][O:13][C:6]12[CH2:12][C:2]3([CH3:1])[CH2:9][C:8]([CH3:11])([CH2:10][C:4]([CH2:17][N:18]4[C:22]([CH3:23])=[C:21]([I:24])[CH:20]=[N:19]4)([CH2:3]3)[CH2:5]1)[CH2:7]2)(=[O:35])=[O:34]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86702096HCID 86702096, compound

Product 1

HCID 86702097HCID 86702097, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a cold (0° C.) solution of EXAMPLE 82C (2.1 g) in methylene chloride (30 mL) was added triethylamine (1.42 g) followed by methanesulfonyl chloride (0.542 g). The mixture was stirred at room temperature for 1.5 hours and then was diluted with ethyl acetate (300 mL). The layers were separated, and the organic layer was washed with water (60 mL) and brine (60 mL), dried with Na2SO4, filtered and concentrated to give the title compound, which was used in the next step without further purification.

Workup

  1. customThe layers were separated
  2. washthe organic layer was washed with water (60 mL) and brine (60 mL)
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ab348882ebf84867a62c3545d2bb5133
Source dataset
uspto-grants-2016_01
Patent number
US09227963B2

Reaction notes

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