HCID 22100348, compound → HCID 22100380, compound

HRID 1457779Notes

Reaction equation

HRID 1457779 reaction equation
[CH2:1]([C:5]1[N:21]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[N:39]([CH:40]([O:42][CH2:43][CH3:44])[CH3:41])[N:38]=[N:37][N:36]=3)=[CH:25][CH:24]=2)[C:8]2=[N:9][C:10]([CH2:19][OH:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([C:5]1[N:21]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[N:39]([CH:40]([O:42][CH2:43][CH3:44])[CH3:41])[N:38]=[N:37][N:36]=3)=[CH:25][CH:24]=2)[C:8]2=[N:9][C:10]([CH:19]=[O:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 22100348HCID 22100348, compound

Product 1

HCID 22100380HCID 22100380, compoundYield 88.8%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

0.6 g(0.001 mole) of the compound obtained in step 10 was dissolved in 10 ml of CH2Cl2 and to the resulting solution was added 1.76 g(0.02 mole) of activated MnO2. The resultant was stirred for 16 hours at room temperature and filtered through Cellite with washing with 5% MeOH/CH2Cl2 (10 ml×4). The filtrate was concentrated under reduced pressure to obtain 0.52 g of the title compound(yield 87%).

Workup

  1. filtrationfiltered through Cellite
  2. washwith washing with 5% MeOH/CH2Cl2 (10 ml×4)
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f48a4c00a8e94269b3a682ea4d213e11
Source dataset
uspto-grants-1998_12
Patent number
US05849753

Reaction notes

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