HCID 59536789, compound → HCID 59536919, compound

HRID 2402848Notes

Reaction equation

HRID 2402848 reaction equation
[CH2:1]([NH:3][C:4](=[O:41])[O:5][CH2:6][CH:7]([NH:18][C:19](=[O:40])[CH2:20][N:21]1[C:25](=[O:26])[N:24](/[CH:27]=[CH:28]/[C:29]([F:32])([F:31])[F:30])[C:23]([C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)=[N:22]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([F:17])([F:16])[F:15])[CH3:2]>CO.[Pt]>[CH2:1]([NH:3][C:4](=[O:41])[O:5][CH2:6][CH:7]([NH:18][C:19](=[O:40])[CH2:20][N:21]1[C:25](=[O:26])[N:24]([CH2:27][CH2:28][C:29]([F:32])([F:31])[F:30])[C:23]([C:33]2[CH:34]=[CH:35][C:36]([Cl:39])=[CH:37][CH:38]=2)=[N:22]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([F:17])([F:16])[F:15])[CH3:2]

Participants

4

Reactant 1

HCID 59536789HCID 59536789, compound

Product 1

HCID 59536919HCID 59536919, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 168 mg (0.28 mmol) of the compound from Example 146 in 30 ml of methanol was hydrogenated by means of a continuous-flow hydrogenation apparatus (H-Cube, Thales Nano, Budapest, Model HC-2-SS), equipped with a 5% Pt/C catalyst cartridge, at 70° C. with a flow rate of 1 ml/min under standard pressure. The methanol was removed on a rotary evaporator and the residue was purified by preparative HPLC [Method 20]. This gave 96 mg (55% of theory) of the title compound.

Workup

  1. customThe methanol was removed on a rotary evaporator
  2. customthe residue was purified by preparative HPLC [Method 20]

Sources & evidence

ORD record
ord-92af5e068d80441da34ed946421d393c
Source dataset
uspto-grants-2014_08
Patent number
US08796324B2

Reaction notes

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