HCID 86679231, compound → HCID 86679237, compound

HRID 1774887Notes

Reaction equation

HRID 1774887 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:15]=[N:16][CH:17]=[C:18]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]([CH3:30])[C:25](=[O:31])[CH2:24][CH2:23]4)[CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[N:16][CH:17]=[C:18]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]([CH3:30])[C:25](=[O:31])[CH2:24][CH2:23]4)[CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 86679231HCID 86679231, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86679237HCID 86679237, compoundYield 82.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-(1-Methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3′,6′-dihydro-2′H-[3,4]bipyridinyl-1′-carboxylic acid tert-butyl ester (example 247, 0.128 g, 0.305 mmol) in MeOH (50 mL) was run through the H-cube for 2 h (flow rate: 0.5 mL/min; temperature: 60° C.; catalyst: 10% Pd/C (THS 01111); full hydrogen mode). The resulting solution was evaporated to dryness to give the title compound (0.106 g, 74%) as a yellow amorphous solid. MS: 422.5 (M+H+).

Workup

  1. customThe resulting solution was evaporated to dryness

Sources & evidence

ORD record
ord-55149bc6273e472cb2ed4252389df724
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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