HCID 118294423, compound → HCID 118294222, compound

HRID 2205190Notes

Reaction equation

HRID 2205190 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([C@H:8]2[C@H:12]([F:13])[C@H:11]([O:14]CC3C=CC=CC=3)[C@:10]([CH2:25][O:26]CC3C=CC=CC=3)([CH:22]([F:24])[F:23])[O:9]2)[C:4](=[O:34])[N:3]=1>Cl.CO.[OH-].[OH-].[Pd+2]>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([C@H:8]2[C@H:12]([F:13])[C@H:11]([OH:14])[C@@:10]([CH:22]([F:24])[F:23])([CH2:25][OH:26])[O:9]2)[C:4](=[O:34])[N:3]=1

Participants

5

Reactant 1

HCID 118294423HCID 118294423, compound

Product 1

HCID 118294222HCID 118294222, compoundYield 25.9%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of compound 40 (160 mg, 0.34 mmol), Pd(OH)2/C (0.8 g) and concentrated aqueous HCl (2 drops, 37%) in methanol (10 mL) was stirred under an atmosphere of hydrogen for 10 min, filtered and evaporated to dryness under reduced pressure. Purification by preparative HPLC afforded 41 as a white solid (26 mg, 25%). LC-MS (M+H)+=296.1

Workup

  1. filtrationfiltered
  2. customevaporated to dryness under reduced pressure
  3. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-1a83f12133c4401487372026df4e5d3d
Source dataset
uspto-grants-2016_06
Patent number
US09370569B2

Reaction notes

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