Morpholine → HCID 68556481, compound

HRID 2381932Notes

Reaction equation

HRID 2381932 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[S:21](Cl)(=[O:23])=[O:22].[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>C(Cl)Cl.O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[S:21]([N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)(=[O:23])=[O:22]

Participants

5

Reactant 2

HCID 8083MorpholineHCID 86639363HCID 86639363, compound

Product 1

HCID 68556481HCID 68556481, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 5-fluoro-3-chlorosulfonyl-1-(toluene-4-sulfonyl)-1H-indole (1 g) in DCM is added to a solution of morpholine (2.26 mL) in water (50 mL) and stirred at rt for 5 h. The organic phase is separated and washed water, brine and dried (MgSO4), filtered and concentrated in vacuo to afford 5-fluoro-3-(morpholine-4-sulfonyl)-1-(toluene-4-sulfonyl)-1H-indole (1.3 g, 100%). MS: 439 (M+H).

Workup

  1. customThe organic phase is separated
  2. washwashed water, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-31c80a0ee3db4114b8b3c007f2f24b5b
Source dataset
uspto-grants-2012_09
Patent number
US08258130B2

Reaction notes

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