Pyrrolidine → HCID 136377085, compound

HRID 1409571Notes

Reaction equation

HRID 1409571 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.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>>[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]([N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:15])[N:13]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 136377081HCID 136377081, compound

Product 1

HCID 136377085HCID 136377085, compoundYield 54%

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 pyrrolidine (0.5 ml; 6.06 mmol) to provide the title compound as an off-white solid (0.059 g; 54%). LCMS: m/z=412 (MH+). LCMS: m/z=375 (MH+).

Sources & evidence

ORD record
ord-19f7706a5e764f5ba126c00424ec5cf6
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

Loading…