HCID 88565775, compound → HCID 89764486, compound

HRID 709163Notes

Reaction equation

HRID 709163 reaction equation
[C:1](=[O:39])([O:3][CH:4]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]([F:38])([F:37])[F:36])[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:39])([O:3][CH:4]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]([F:37])([F:36])[F:38])[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 88565775HCID 88565775, compound

Product 1

HCID 89764486HCID 89764486, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 30 mg (52 μmol) of the compound of Example 61 in 15 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 15 mg (50% 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-9a361f33f4bc403e93ecdf340d1ca116
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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