HCID 11187866, compound → HCID 11175236, compound

HRID 2218030Notes

Reaction equation

HRID 2218030 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:12][C:7]=2[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-])=O)[CH:20]=2)=[N:5][CH2:4][C:3]1=[O:28]>CO.C(Cl)Cl.[Pd]>[NH2:25][C:21]1[CH:20]=[C:19]([C:6]2[C:7]3[CH:12]=[C:11]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=4)[CH:10]=[CH:9][C:8]=3[N:2]([CH3:1])[C:3](=[O:28])[CH2:4][N:5]=2)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 11187866HCID 11187866, compound

Product 1

HCID 11175236HCID 11175236, compoundYield 16%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

1-Methyl-5-(3-nitro-phenyl)-7-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one Example 65 (40 mg, 0.11 mmole)was dissolved in Methanol/CH2Cl2 then Pd/C (10 mg) was added and the flask was stirred over hydrogene atmosphere. The solution was filtered over celite, and the solvent was evaporated. The crude material was chromatographied: eluant: AcOEt/Hexane: 1/1. The title compound (6 mg) was obtained as a beige solid, (yield=16%).

Workup

  1. filtrationThe solution was filtered over celite
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-1b1d774b15594ee68f9984837deb1686
Source dataset
uspto-grants-2008_08
Patent number
US07410963B2

Reaction notes

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