HCID 66934741, compound → HCID 57670973, compound

HRID 554774Notes

Reaction equation

HRID 554774 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:41][CH3:42])=[C:6]([CH:40]=1)[CH2:7][C:8]1([F:39])[C:14](=[O:15])[N:13]([C:16]([NH:18][CH:19]([C:22]2[CH:23]=[C:24]([CH:35]=[CH:36][CH:37]=2)[C:25]([O:27]CC2C=CC=CC=2)=[O:26])[CH2:20][CH3:21])=[O:17])[CH2:12][C:11](=[O:38])[NH:10][CH2:9]1>O1CCCC1.[Pt]=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:41][CH3:42])=[C:6]([CH:40]=1)[CH2:7][C:8]1([F:39])[C:14](=[O:15])[N:13]([C:16]([NH:18][CH:19]([C:22]2[CH:23]=[C:24]([CH:35]=[CH:36][CH:37]=2)[C:25]([OH:27])=[O:26])[CH2:20][CH3:21])=[O:17])[CH2:12][C:11](=[O:38])[NH:10][CH2:9]1

Participants

4

Reactant 1

HCID 66934741HCID 66934741, compound

Product 1

HCID 57670973HCID 57670973, compoundYield 54.8%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

(Step 4) To the obtained benzyl 3-[1-({[6-(5-chloro-2-methoxybenzyl)-6-fluoro-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoate (20 mg) in tetrahydrofuran (1 ml) solution, platinum oxide (6 mg) was added and the mixture was stirred under hydrogen atmosphere at room temperature for 1.5 hours. Next, the catalyst was filtered out. and the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform/ethyl acetate/methanol/acetic acid=8/8/1/0.1) to obtain the title compound (9.3 mg).

Workup

  1. filtrationNext, the catalyst was filtered out
  2. concentrationand the filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography (chloroform/ethyl acetate/methanol/acetic acid=8/8/1/0.1)

Sources & evidence

ORD record
ord-af55c7c7942a4bf59ebef5d4004f9268
Source dataset
uspto-grants-2011_11
Patent number
US08049006B2

Reaction notes

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