3-(2-phenylacetyl)dihydro-2H-pyran-4(3H)-one → HCID 46198824, compound

HRID 1930602Notes

Reaction equation

HRID 1930602 reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([NH2:16])=[NH:15])=[CH:9][CH:8]=2)[CH:4]=[CH:5][N:6]=1.[C:17]1([CH2:23][C:24]([CH:26]2[C:31](=O)[CH2:30][CH2:29][O:28][CH2:27]2)=O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:23]([C:24]1[C:26]2[CH2:27][O:28][CH2:29][CH2:30][C:31]=2[N:15]=[C:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([N:3]3[CH:4]=[CH:5][N:6]=[C:2]3[CH3:1])=[CH:12][CH:11]=2)[N:16]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 593337793-(2-phenylacetyl)dihydro-2H-pyran-4(3H)-oneHCID 178432900HCID 178432900, compound

Product 1

HCID 46198824HCID 46198824, compoundYield 11.5%

Procedure

4-Benzyl-N-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine (42.0 mg, 11.5%) was obtained from 1-(4-(2-methyl-1H-imidazol-1-yl)phenyl)guanidine and 3-(2-phenylacetyl)dihydro-2H-pyran-4(3H)-one by general procedure for the preparation of pyrimidines. The crude product was purified by preparative HPLC twice. Purification using ammoniumacetate buffer was followed by purification using a 0.1% TFA. MS (ES+) m/z 398.1 (M+H)+

Sources & evidence

ORD record
ord-3a71157e854743ebaa3ecadc19c9d5c4
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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