HCID 70981270, compound → HCID 71003382, compound

HRID 1749074Notes

Reaction equation

HRID 1749074 reaction equation
[C:1]([O:5][C:6](=[O:32])[N:7]([CH:9]([C:11](=[O:31])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[C:15]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)[N:14]=1)[CH3:10])[CH3:8])([CH3:4])([CH3:3])[CH3:2]>[Pt].CCOC(C)=O>[C:1]([O:5][C:6](=[O:32])[N:7]([CH:9]([C:11](=[O:31])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[C:15]([NH:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)[N:14]=1)[CH3:10])[CH3:8])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 70981270HCID 70981270, compound

Product 1

HCID 71003382HCID 71003382, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

EtOAc (15 mL) was added to {1-[6-(4-chloro-benzylamino)-5-nitro-pyridin-2-ylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester (300 mg, 0.65 mmol) and 10% Pt/C (80 mg). The mixture was stirred under an atmosphere of hydrogen for 2 hours. The mixture was filtered and the filtrate was concentrated in vacuo to give {1-[5-amino-6-(4-chloro-benzylamino)-pyridin-2-ylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester which was used immediately in the next step.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e88baef08a4d40629c8ddb2e1f39788f
Source dataset
uspto-grants-2015_10
Patent number
US09155743B2

Reaction notes

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