N-chlorosuccinamide → HCID 178461799, compound

HRID 1455000Notes

Reaction equation

HRID 1455000 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][S:6][C:7]1[N:12]=[C:11]([OH:13])[CH:10]=[C:9]([NH:14][C@H:15]([CH3:18])[CH2:16][OH:17])[N:8]=1.[Cl:22]NC(=O)CCC(N)=O>CC(O)=O>[Cl:22][C:10]1[C:11]([OH:13])=[N:12][C:7]([S:6][CH2:5][C:4]2[CH:19]=[CH:20][CH:21]=[C:2]([Cl:1])[CH:3]=2)=[N:8][C:9]=1[NH:14][C@H:15]([CH3:18])[CH2:16][OH:17]

Participants

4

Reactant 2

HCID 15238416N-chlorosuccinamideHCID 178461795HCID 178461795, compound

Product 1

HCID 178461799HCID 178461799, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The product of Example 3 (0.22 g) was dissolved in AcOH (10 ml), N-chlorosuccinamide (90 mg) added and stirred for 3 h. The volatiles were removed under reduced pressure and the residue purified by reverse phase HPLC with gradient elution in acetonitrile/0.02M ammonium hydroxide (90% to 50% aqueous phase) to yield the title product as a white solid. Yield 0.1 g.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue purified by reverse phase HPLC with gradient elution in acetonitrile/0.02M ammonium hydroxide (90% to 50% aqueous phase)

Sources & evidence

ORD record
ord-13d40e2766e442479b65db9854077af1
Source dataset
uspto-grants-2009_01
Patent number
US07482355B2

Reaction notes

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