HCID 178488315, compound → HCID 11621365, compound

HRID 1375369Notes

Reaction equation

HRID 1375369 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@@H:11]2[C:17](=[O:18])[N:16]([CH2:19][C:20]([N:22]3[C:28]4[CH:29]=[CH:30][CH:31]=[C:32]([O:33][CH3:34])[C:27]=4[CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:21])[C:15]3[CH:35]=[CH:36][CH:37]=[CH:38][C:14]=3[N:13]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:12]2=[O:45])=[N:2]1>C(OCC)(=O)C.[Pd]>[CH3:34][O:33][C:32]1[C:27]2[CH2:26][CH2:25][CH2:24][CH2:23][N:22]([C:20](=[O:21])[CH2:19][N:16]3[C:15]4[CH:35]=[CH:36][CH:37]=[CH:38][C:14]=4[N:13]([C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=4)[C:12](=[O:45])[C@H:11]([CH2:10][C:3]4[C:4]5[CH2:5][CH2:6][CH2:7][CH2:8][C:9]=5[NH:1][N:2]=4)[C:17]3=[O:18])[C:28]=2[CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 178488315HCID 178488315, compound

Product 1

HCID 11621365HCID 11621365, compoundYield 16.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (3R)-3-(1H-indazol-3-ylmethyl)-1-[2-(6-methoxy-2,3,4,5-tetrahydro-1H -1-benzazepin-1-yl)-2-oxoethyl]-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione (32 mg) in ethyl acetate (4 mL) was treated with 10% palladium on charcoal (300 mg). Placed under H2 environment (by balloon) and stirred at room temperature for 48 hours. Filtered through celite and concentrated to dryness. Chromatographed on silica gel (Hexane:Ethyl Acetate). Lyophilized the residue to yield the title compound as a white solid (5.3 mg)

Workup

  1. filtrationFiltered through celite and
  2. concentrationconcentrated to dryness
  3. customChromatographed on silica gel (Hexane:Ethyl Acetate)

Sources & evidence

ORD record
ord-20878355749244cba31bc9daa0939a7a
Source dataset
uspto-grants-2007_01
Patent number
US07169773B2

Reaction notes

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