Methanol → HCID 117925860, compound

HRID 1477711Notes

Reaction equation

HRID 1477711 reaction equation
[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][N:7]2[CH:12]=[N:11][C:10]([N:13]3[CH2:18][CH:17]([OH:19])[C:16]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)=[CH:15][CH2:14]3)=[N:9][C:8]2=[O:27])=[CH:4][CH:3]=1.CO.[H][H]>[Pd].ClCCl>[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][N:7]2[CH:12]=[N:11][C:10]([N:13]3[CH2:14][CH2:15][CH:16]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)[CH:17]([OH:19])[CH2:18]3)=[N:9][C:8]2=[O:27])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 117839711HCID 117839711, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117925860HCID 117925860, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1-(4-chlorobenzyl)-4-[4-(4-fluorophenyl)-5-hydroxy-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazin-2(1H)-one (10 mg, 0.03 mmol) synthesized in Reference Synthesis Example 90 and palladium-activated carbon (3 mg) in a solvent mixture of methanol (5 mL) and dichloromethane (5 mL) was stirred in a hydrogen atmosphere for 3 days. After the completion of the reaction, the reaction solution was filtered through Celite and the filtrate was concentrated under reduced pressure to obtain the title compound (8.9 mg, yield: 90%).

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe reaction solution was filtered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cbe31362e8374aed95935bdb1fccc02c
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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