Phenethylamine → HCID 136377084, compound

HRID 1409569Notes

Reaction equation

HRID 1409569 reaction equation
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[NH:9][C:10](=[O:19])[C:11]([OH:18])=[C:12]([C:14](OC)=[O:15])[N:13]=1.[CH2:26]([NH2:34])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:26]([NH:34][C:14]([C:12]1[N:13]=[C:8]([CH2:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[NH:9][C:10](=[O:19])[C:11]=1[OH:18])=[O:15])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 136377081HCID 136377081, compound

Product 1

HCID 136377084HCID 136377084, compoundYield 42.6%

Procedure

The synthesis was performed as in Example 21 using methyl 2-(biphenyl-2-ylmethyl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate (0.10 g, 298 μmol) and phenethylamine (0.5 ml; 3.98 mmol) to provide the title compound as an off-white solid (0.054 g; 42%). LCMS: m/z=425 (MH+).

Sources & evidence

ORD record
ord-7cdbf6c983e049dba684684d9f443c6e
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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