HCID 66934741, compound → HCID 57670973, compound

HRID 1892828Notes

Reaction equation

HRID 1892828 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-e54ce33def3141529af064f316ef44c6
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

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