HCID 59536908, compound → HCID 59536851, compound

HRID 220709Notes

Reaction equation

HRID 220709 reaction equation
[C:1](=[O:39])([O:3][CH2:4][CH:5]([NH:16][C:17](=[O:38])[CH2:18][N:19]1[C:23](=[O:24])[N:22](/[CH:25]=[CH:26]/[C:27]([F:30])([F:29])[F:28])[C:21]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)=[N:20]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([F:15])([F:14])[F:13])[NH2:2]>CO.[Pt]>[C:1](=[O:39])([O:3][CH2:4][CH:5]([NH:16][C:17](=[O:38])[CH2:18][N:19]1[C:23](=[O:24])[N:22]([CH2:25][CH2:26][C:27]([F:30])([F:29])[F:28])[C:21]([C:31]2[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=2)=[N:20]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([F:15])([F:14])[F:13])[NH2:2]

Participants

4

Reactant 1

HCID 59536908HCID 59536908, compound

Product 1

HCID 59536851HCID 59536851, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 118 mg (0.20 mmol) of the compound from Example 143 in 20 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 45° 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 10]. This gave 31 mg (26% 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 10]

Sources & evidence

ORD record
ord-a1c3581ef89b4dcbada03828ac1cba53
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

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