Triethylamine → HCID 86759465, compound

HRID 354090Notes

Reaction equation

HRID 354090 reaction equation
[OH:1][CH2:2][C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:13]2[C:14]3[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][C:15]=3[S:16][C:17]=2[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[O:12])=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:39][S:40](Cl)(=[O:42])=[O:41]>C(Cl)Cl>[CH3:31][O:30][C:27]1[CH:28]=[CH:29][C:14]2[C:13]([C:11]([C:8]3[CH:7]=[CH:6][C:5]([C:4]#[C:3][CH2:2][O:1][S:40]([CH3:39])(=[O:42])=[O:41])=[CH:10][CH:9]=3)=[O:12])=[C:17]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)[S:16][C:15]=2[CH:26]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 56976693HCID 56976693, compound

Product 1

HCID 86759465HCID 86759465, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Step 2 (195 mg, 0.46 mmol) was dissolved in 3 mL of methylene chloride and treated with 127 mL of triethylamine and methanesulfonyl chloride (53 mL, 0.68 mmol) and stirred 30 minutes at room temperature. The reaction was concentrated and extracted into ethyl acetate. The combined organic layers was washed with brine and dried over anhydrous magnesium sulfate. After filtration, concentration the title compound (205 mg) was obtained.

Workup

  1. concentrationThe reaction was concentrated
  2. extractionextracted into ethyl acetate
  3. washThe combined organic layers was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration, concentration the title compound (205 mg)
  6. customwas obtained

Sources & evidence

ORD record
ord-ad087bdd832c45f28d510632af68c197
Source dataset
uspto-grants-2004_06
Patent number
US06756388B1

Reaction notes

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