Triethylamine → HCID 68864254, compound

HRID 2109411Notes

Reaction equation

HRID 2109411 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]([CH:33]=[CH:34][C:35]=1[O:36][CH3:37])[C:10]([NH:12][NH:13][C:14]([C:16]1[O:17][CH:18]=[C:19]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:20]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:15])=[O:11].C(N(CC)CC)C.O1CCOCC1>C(OCC)(=O)C>[CH3:37][O:36][C:35]1[CH:34]=[CH:33][C:9]([C:10]([NH:12][NH:13][C:14]([C:16]2[O:17][CH:18]=[C:19]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:20]=2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:15])=[O:11])=[CH:8][C:7]=1[NH:6][S:2]([CH3:1])(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 312751,4-DioxaneHCID 31297Methanesulfonyl chlorideHCID 68862321HCID 68862321, compound

Product 1

HCID 68864254HCID 68864254, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
25 °C

Procedure

Methylsulfonyl chloride (0.28 ml) was added to a mixture of the compound of Example 41 (0.85 g), triethylamine (0.41 ml) and dioxane (30 ml) at 0° C., allowed to be warmed to 25° C. and stirred overnight. The reaction solution was diluted with ethyl acetate, washed with water and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform), thereby giving 0.95 g of the desired compound. Melting point: 180-182° C. (Recrystallized from ethyl acetate/hexane).

Workup

  1. washwashed with water
  2. dry with materialdried over MgSO4
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-2c3a6b847597418e90cd39cc2ee81673
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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