Lithium Hydroxide → HCID 136377086, compound

HRID 1409572Notes

Reaction equation

HRID 1409572 reaction equation
[OH-].[Li+].C[O:4][C:5]([C:7]1[N:8]=[C:9]([CH2:15][CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[NH:10][C:11](=[O:14])[C:12]=1[OH:13])=[O:6]>O.C1COCC1>[C:23]1([CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][C:9]2[NH:10][C:11](=[O:14])[C:12]([OH:13])=[C:7]([C:5]([OH:6])=[O:4])[N:8]=2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 136377087HCID 136377087, compound

Product 1

HCID 136377086HCID 136377086, compoundYield 15.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide (21.9 mg, 913 μmol) in water (2 ml) was added to a flask containing a stirred solution of 2-(2,2-diphenyl-ethyl)-5-hydroxy-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid methyl ester (0.160 g, 457 μmol) in THF (8 ml). The mixture was stirred at room temperature for 8 h, quenched with 1M HCl, extracted into EtOAc, washed with brine, dried (MgSO4) and evaporated to dryness. Purification by preparative HPLC provided the desired product as a white solid (0.024 g; 15%). LCMS: m/z=337 (MH+).

Workup

  1. customquenched with 1M HCl
  2. extractionextracted into EtOAc
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated to dryness
  6. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-345cf76f75fb403f9bac677238998d52
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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