HCID 66635653, compound → HCID 56848684, compound

HRID 709161Notes

Reaction equation

HRID 709161 reaction equation
[C:1](=[O:36])([O:3][CH:4]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[Cl:35])[CH2:5][NH:6][C:7](=[O:28])[CH2:8][N:9]1[C:13](=[O:14])[N:12](/[CH:15]=[CH:16]/[C:17]([F:20])([F:19])[F:18])[C:11]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[N:10]1)[NH2:2]>CO.[Pt]>[C:1](=[O:36])([O:3][CH:4]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[Cl:35])[CH2:5][NH:6][C:7](=[O:28])[CH2:8][N:9]1[C:13](=[O:14])[N:12]([CH2:15][CH2:16][C:17]([F:20])([F:18])[F:19])[C:11]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[N:10]1)[NH2:2]

Participants

4

Reactant 1

HCID 66635653HCID 66635653, compound

Product 1

HCID 56848684HCID 56848684, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 50 mg (92 μmol) of the compound of Example 58 in 20 ml of methanol was hydrogenated in a continuous-flow hydrogenation apparatus fitted with a 5% Pt/C cartridge (H-Cube, from Thales Nano, Budapest, Model HC-2-SS) at a flow rate of 1 ml/min, a temperature of 60° C. and at standard pressure. After the reaction had ended, the solution was freed from the methanol on a rotary evaporator and the residue was purified by preparative HPLC [Method 23]. This gave 22 mg (44% of theory) of the title compound.

Workup

  1. customa temperature of 60° C.
  2. customthe solution was freed from the methanol on a rotary evaporator
  3. customthe residue was purified by preparative HPLC [Method 23]

Sources & evidence

ORD record
ord-24fd7b78aed445ca8d261f326e17388d
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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