Ammonium formate → N-(4-tert-butylphenyl)-5,6,7,8-tetrahydro-2-(methoxymethyl)pyrido[3,4-d]pyrimidin-4-amine

HRID 971195Notes

Reaction equation

HRID 971195 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:13]3[CH2:24][CH2:23][N:22](CC4C=CC=CC=4)[CH2:21][C:14]=3[N:15]=[C:16]([CH2:18][O:19][CH3:20])[N:17]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>[Pd].CO>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]2[C:13]3[CH2:24][CH2:23][NH:22][CH2:21][C:14]=3[N:15]=[C:16]([CH2:18][O:19][CH3:20])[N:17]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 59021540N-(4-tert-Butylphenyl)-7-benzyl-5,6,7,8-tetrahydro-2-(methoxymethyl)pyrido[3,4-d]pyrimidin-4-amine

Product 1

HCID 59021476N-(4-tert-butylphenyl)-5,6,7,8-tetrahydro-2-(methoxymethyl)pyrido[3,4-d]pyrimidin-4-amineYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared using the general procedure set forth in Example 3.A. using N-(4-tert-butylphenyl)-7-benzyl-5,6,7,8-tetrahydro-2-(methoxymethyl)pyrido[3,4-d]pyrimidin-4-amine (0.453 g, 1.09 mmol), ammonium formate (0.69 g, 10.87 mmol), palladium, 10% wt. on activated carbon (100 mg) and MeOH (15 mL). 0.334 g (94%) Of the title compound was obtained as a white foam.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-5b01d37354c14cf2a549e4b495f385c5
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

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