Ammonia → HCID 136268158, compound

HRID 1409578Notes

Reaction equation

HRID 1409578 reaction equation
[OH:1][C:2]1[C:7](=[O:8])[NH:6][C:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18](C)[CH:17]=2)=[N:4][C:3]=1[C:23](OC)=[O:24].[NH3:27].[CH3:28]O>>[OH:1][C:2]1[C:7](=[O:8])[NH:6][C:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH3:28])[CH:17]=2)=[N:4][C:3]=1[C:23]([NH2:27])=[O:24]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 136268157HCID 136268157, compound

Product 1

HCID 136268158HCID 136268158, compoundYield 47%

Conditions

Temperature
100 °C

Procedure

A mixture containing methyl 5-hydroxy-2-((3′-methylbiphenyl-2-yl)methyl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate (55 mg, 157 μmol) and ammonia (7M in MeOH) (4 ml, 28.0 mmol) in MeOH (2 ml) was heated at 100° C. overnight. The cooled reaction mixture was concentrated in vacuo and then triturated from methanol to give the title product as an off-white solid (0.025 g; 47%). LCMS: m/z=336 (MH+).

Workup

  1. customThe cooled reaction mixture
  2. concentrationwas concentrated in vacuo
  3. customtriturated from methanol

Sources & evidence

ORD record
ord-31ab0f6e1df946759420de644108129c
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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