Methanol → HCID 117839664, compound

HRID 1477714Notes

Reaction equation

HRID 1477714 reaction equation
CO.[Cl:3][C:4]1[CH:30]=[CH:29][C:7]([CH2:8][N:9]2[CH:14]=[N:13][C:12]([N:15]3[CH2:20][CH2:19][C:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[CH:17][CH2:16]3)=[N:11][C:10]2=[O:28])=[CH:6][CH:5]=1.[H][H]>[Pd].C(Cl)(Cl)Cl>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[CH:14]=[N:13][C:12]([N:15]3[CH2:16][CH2:17][CH:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)[CH2:19][CH2:20]3)=[N:11][C:10]2=[O:28])=[CH:29][CH:30]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 117925755HCID 117925755, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117839664HCID 117839664, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6212ChloroformSolvent

Procedure

A methanol (1 mL) solution of 1-(4-chlorobenzyl)-4-[4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazin-2(1H)-one (30 mg, 0.08 mmol) synthesized in Synthesis Example 112 and palladium-activated carbon (3 mg) was stirred in a hydrogen atmosphere at room temperature for 1 day and at 80° C. for 7 hours. To the resultant mixture, chloroform was added and the resultant mixture was stirred further for 1 day. 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 (28 mg, yield: 92%).

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-f9ffab3c47454a4aa25538458cd650c6
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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