Stannous Chloride → HCID 11582244, compound

HRID 851985Notes

Reaction equation

HRID 851985 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=2)[C@@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl[Sn]Cl>C(O)C>[NH2:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][N:11]([C@@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])[S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:10])=[O:9])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 67196481HCID 67196481, compound

Product 1

HCID 11582244HCID 11582244, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Chloro-N-(4-nitro-benzyl)-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide (0.10 g, 0.22 mmol) was dissolved in ethanol (15 ml) and treated with SnCl2 (0.42 g, 2.2. mmol) overnight at 70° C. The reaction mixture was concentrated under reduced pressure and purified directly using preparative RP(C18) chromatography: lyophilisate 27 mg; MS: m/e=408.2 (MH+), 425.3 (MNH4+).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. custompurified directly

Sources & evidence

ORD record
ord-d23d8da18b704598944a8bbd933f930f
Source dataset
uspto-grants-2007_08
Patent number
US07253158B2

Reaction notes

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