N-(4-Pyridylmethyl)ethylenediamine → 3-(3,5-Dimethoxy-phenyl)-1-ethyl-7-{2-[(pyridin-4-ylmethyl)-amino]-ethylamino}-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one

HRID 1783542Notes

Reaction equation

HRID 1783542 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]2[CH2:20][C:19]3[C:14](=[N:15][C:16](S(C)=O)=[N:17][CH:18]=3)[N:13]([CH2:24][CH3:25])[C:12]2=[O:26])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[N:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH:34][CH2:35][CH2:36][NH2:37])=[CH:29][CH:28]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]2[CH2:20][C:19]3[C:14](=[N:15][C:16]([NH:37][CH2:36][CH2:35][NH:34][CH2:33][C:30]4[CH:29]=[CH:28][N:27]=[CH:32][CH:31]=4)=[N:17][CH:18]=3)[N:13]([CH2:24][CH3:25])[C:12]2=[O:26])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

3

Reactant 2

HCID 81575N-(4-Pyridylmethyl)ethylenediamineHCID 68858127HCID 68858127, compound

Product 1

HCID 688615723-(3,5-Dimethoxy-phenyl)-1-ethyl-7-{2-[(pyridin-4-ylmethyl)-amino]-ethylamino}-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-oneYield 25%

Procedure

Using the general procedure above, 3-(3,5-dimethoxy-phenyl)-1-ethyl-7-methanesulfinyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one and 0.1317 g (0.871 mmol) of N-(4-picolyl)ethylenediamine were reacted. The residue was chromatographed over silica gel, eluting with ethyl acetate/ethanol/triethylamine (9:2:1 v/v/v), to give 0.0307 g (25%) of the title compound: HPLC=87% pure.

Workup

  1. customwere reacted
  2. customThe residue was chromatographed over silica gel
  3. washeluting with ethyl acetate/ethanol/triethylamine (9:2:1 v/v/v)

Sources & evidence

ORD record
ord-632b69901e9e4e698027302c6fb24b21
Source dataset
uspto-grants-2009_03
Patent number
US07501425B1

Reaction notes

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