Benzenesulfinic acid → HCID 25260768, compound

HRID 2246534Notes

Reaction equation

HRID 2246534 reaction equation
Br[CH2:2][CH2:3][CH2:4][Si:5]([CH3:35])([CH3:34])[CH2:6][CH2:7][C:8]1[C:20]2[CH2:19][N:18]3[C:13](=[CH:14][C:15]4[C@:25]([CH2:27][CH3:28])([OH:26])[C:24](=[O:29])[O:23][CH2:22][C:16]=4[C:17]3=[O:21])[C:12]=2[N:11]=[C:10]2[CH:30]=[CH:31][CH:32]=[CH:33][C:9]=12.[C:36]1([S:42]([OH:44])=[O:43])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.[Na]>CN(C)C=O>[C:36]1([S:42]([CH2:2][CH2:3][CH2:4][Si:5]([CH3:35])([CH3:34])[CH2:6][CH2:7][C:8]2[C:20]3[CH2:19][N:18]4[C:13](=[CH:14][C:15]5[C@:25]([CH2:27][CH3:28])([OH:26])[C:24](=[O:29])[O:23][CH2:22][C:16]=5[C:17]4=[O:21])[C:12]=3[N:11]=[C:10]3[CH:30]=[CH:31][CH:32]=[CH:33][C:9]=23)(=[O:44])=[O:43])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

5

Reactant 3

HCID 12057Benzenesulfinic acidHCID 5360545SodiumHCID 25260614HCID 25260614, compound

Product 1

HCID 25260768HCID 25260768, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A slurry of Compound 11 (25 mg) and benzenesulfinic acid, sodium salt (15 mg) in N,N-dimethylformamide (0.5 mL) was heated at 70° C. for 5 hours under argon. The N,N-dimethylformamide was removed from the reaction mixture under vacuum and the residue was directly eluted on a silica gel using 2% ethanol in dichloromethane to obtain the required product in quantitative yield (28 mg).

Workup

  1. customThe N,N-dimethylformamide was removed from the reaction mixture under vacuum
  2. washthe residue was directly eluted on a silica gel using 2% ethanol in dichloromethane

Sources & evidence

ORD record
ord-1e0b9a8ab4474e33b756df76dc8d936f
Source dataset
uspto-grants-2010_03
Patent number
US07687496B2

Reaction notes

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