HCID 68663612, compound → HCID 68665323, compound

HRID 1799165Notes

Reaction equation

HRID 1799165 reaction equation
C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O.[Br:12][C:13]1[CH:14]=[C:15]([CH:19]([C:21]2[C:22]([NH:39][CH3:40])=[N:23][CH:24]=[C:25]([C:27]3([C:32]4[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=4)[O:31][CH2:30][CH2:29][O:28]3)[CH:26]=2)[OH:20])[CH:16]=[CH:17][CH:18]=1>C(Cl)Cl>[Br:12][C:13]1[CH:14]=[C:15]([C:19]([C:21]2[C:22]([NH:39][CH3:40])=[N:23][CH:24]=[C:25]([C:27]3([C:32]4[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=4)[O:31][CH2:30][CH2:29][O:28]3)[CH:26]=2)=[O:20])[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 68663612HCID 68663612, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 68665323HCID 68665323, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

PCC (13.61 g, 63.28 mmol) was added to a solution of compound F (20 g, 42.19 mmol) in DCM (400 mL). The mixture was stirred at RT overnight and filtered through a pad of celite. The filtrate was concentrated and purified by column chromatography to obtain 8.5 g (33%, two steps) of compound G.

Workup

  1. filtrationfiltered through a pad of celite
  2. concentrationThe filtrate was concentrated
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-b6f1ac91e887418d9b10fab9143c33f5
Source dataset
uspto-grants-2013_01
Patent number
US08343996B2

Reaction notes

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