Pyrimidine → 4-Benzyl-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine

HRID 1930596Notes

Reaction equation

HRID 1930596 reaction equation
[C:1]1([CH2:7][C:8]([CH:10]2[C:15](=O)[CH2:14][CH2:13][O:12][CH2:11]2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([NH:31][C:32]([NH2:34])=[NH:33])[CH:22]=[CH:23][C:24]=1[N:25]1[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]1.N1C=CC=NC=1>>[CH2:7]([C:8]1[C:10]2[CH2:11][O:12][CH2:13][CH2:14][C:15]=2[N:34]=[C:32]([NH:31][C:21]2[CH:22]=[CH:23][C:24]([N:25]3[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]3)=[C:19]([O:18][CH3:17])[CH:20]=2)[N:33]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 9260PyrimidineHCID 593337793-(2-phenylacetyl)dihydro-2H-pyran-4(3H)-oneHCID 178493227HCID 178493227, compound

Product 1

HCID 461988224-Benzyl-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amineYield 3.7%

Procedure

4-Benzyl-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine (16.00 mg, 3.7%) was obtained from 3-(2-phenylacetyl)dihydro-2H-pyran-4(3H)-one and 1-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)guanidine by the general procedure for pyrimidine preparation.

Sources & evidence

ORD record
ord-a6d07b3898374c1cb0927d74bd90a4b9
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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