Tetrahydrofuran → HCID 67329993, compound

HRID 2092587Notes

Reaction equation

HRID 2092587 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[N:11]1[CH2:27][CH2:26][C:14]2[N:15]=[C:16]([NH:19][C:20]3[CH:21]=[N:22][CH:23]=[N:24][CH:25]=3)[N:17]=[CH:18][C:13]=2[CH2:12]1.C1COCC1>[Pd].CO>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([N:11]2[CH2:27][CH2:26][C:14]3[N:15]=[C:16]([NH:19][C:20]4[CH:21]=[N:22][CH:23]=[N:24][CH:25]=4)[N:17]=[CH:18][C:13]=3[CH2:12]2)[CH:4]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 67328492HCID 67328492, compound

Product 1

HCID 67329993HCID 67329993, compoundYield 92.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of [6-(2-Methyl-5-nitro-phenyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl]-pyrimidin-5-yl-amine (100 mg, 0.275 mmol] in the mixed solvent of THF (3 ml) and methanol (3 ml) was added 10% Pd/C, and the reaction mixture was stirred for 12 hours at room temperature under a hydrogen balloon. The reaction mixture is filtered and the filtrate was concentrated under vacuum to give [6-(5-Amino-2-methyl-phenyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl]-pyrimidin-5-yl-amine [16] (Yield: 84.2 mg 92.2%) as a off white solid.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-4bbdfadf7cce4f5d9f338aeffbf4910b
Source dataset
uspto-grants-2013_05
Patent number
US08440679B2

Reaction notes

Loading…