Triethylamine → HCID 67078359, compound

HRID 2088957Notes

Reaction equation

HRID 2088957 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]([CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[C:9](=[O:19])[NH:8][C:5]2=[N:6][CH:7]=1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]([CH2:11][CH2:12][N:13]3[CH2:14][CH2:15][N:16]([S:28]([CH3:27])(=[O:30])=[O:29])[CH2:17][CH2:18]3)[C:9](=[O:19])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67077631HCID 67077631, compound

Product 1

HCID 67078359HCID 67078359, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The compound obtained in Step 2 of Example 59 (100 mg) was dissolved in chloroform (10 ml). Triethylamine (0.128 ml) and methanesulfonyl chloride (0.036 ml) were added dropwise under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes and then stirred at room temperature for 1.5 hours. The reaction solution was concentrated, and the residue was purified by silica gel column chromatography (developed with methanol-chloroform) to give the title compound (82 mg) as a colorless solid.

Workup

  1. temperaturecooling
  2. stirringstirred at room temperature for 1.5 hours
  3. concentrationThe reaction solution was concentrated
  4. customthe residue was purified by silica gel column chromatography (developed with methanol-chloroform)

Sources & evidence

ORD record
ord-0acf2824452747efb84a9da23a52d6f2
Source dataset
uspto-grants-2013_05
Patent number
US08436012B2

Reaction notes

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