HCID 59707074, compound → HCID 59707078, compound

HRID 221958Notes

Reaction equation

HRID 221958 reaction equation
[C:1]([C:5]1[CH:28]=[CH:27][C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][N:12]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=3)[C:11]2=[O:26])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO>[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][N:12]2[CH2:13][CH2:14][CH2:15][N:10]([CH2:9][C:8]3[CH:27]=[CH:28][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:6][CH:7]=3)[C:11]2=[O:26])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 59707074HCID 59707074, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59707078HCID 59707078, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(4-tert-butylbenzyl)-3-(4-nitrobenzyl)tetrahydropyrimidin-2-one (K) (500 mg, 1.31 mmol) in abs. MeOH (50 mL) palladium on charcoal (5%, 600 mg) was added. The reaction mixture was subjected to a hydrogen pressure of 2 bar for 20 min at RT. The catalyst was separated by filtration through Celite and the filtrate was concentrated in vacuo. The desired product 1-(4-aminobenzyl)-3-(4-tert-butylbenzyl)-tetrahydropyrimidin-2-one (L) was obtained as a colorless oil (364 mg, 79% of theory).

Workup

  1. customThe catalyst was separated by filtration through Celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-5abe86a40f5e4880a48ec334b306359b
Source dataset
uspto-grants-2012_06
Patent number
US08207182B2

Reaction notes

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