Chlorine → HCID 69519193, compound

HRID 854966Notes

Reaction equation

HRID 854966 reaction equation
C(OC([NH:8][CH2:9][C:10]([C:13]1[CH:22]=[C:21]2[C:16]([CH:17]=[C:18]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:19]([C:23]([F:26])([F:25])[F:24])[O:20]2)=[CH:15][CH:14]=1)([CH3:12])[CH3:11])=O)(C)(C)C.[Cl:32]Cl>CC(O)=O>[ClH:32].[Cl:32][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][C:13]=1[C:10]([CH3:12])([CH3:11])[CH2:9][NH2:8])[O:20][CH:19]([C:23]([F:26])([F:25])[F:24])[C:18]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:17]2

Participants

4

Reactant 2

HCID 24526ChlorineHCID 69519944HCID 69519944, compound

Product 1

HCID 69519193HCID 69519193, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Into a solution of the title product of Example 120 Step 4 (3.47 g, 7.83 mmoles) in 50 mL of HOAc was bubbled Cl2 gas. After 4 h, N2 gas was bubbled through, Zn dust (2.1 g, 32.1 mg-atm) was added, and the mixture stirred for 1 h. The mixture was concentrated, and the residue chromatographed over silica gel using 10% MeOH—DCM as eluent to give the title compound, 3.61 g, as a white foam.

Workup

  1. customN2 gas was bubbled through, Zn dust (2.1 g, 32.1 mg-atm)
  2. additionwas added
  3. concentrationThe mixture was concentrated
  4. customthe residue chromatographed over silica gel using 10% MeOH—DCM as eluent

Sources & evidence

ORD record
ord-b76b4436aa9f42c9bb654d0353349dbe
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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