Isopropylamine → HCID 86710265, compound

HRID 1409564Notes

Reaction equation

HRID 1409564 reaction equation
[CH3:1][CH:2]([NH2:4])[CH3:3].[C:5]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]1[N:13]([CH3:24])[C:14](=[O:23])[C:15]([OH:22])=[C:16]([C:18](OC)=[O:19])[N:17]=1>C1COCC1>[CH:2]([NH:4][C:18]([C:16]1[N:17]=[C:12]([CH2:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:13]([CH3:24])[C:14](=[O:23])[C:15]=1[OH:22])=[O:19])([CH3:3])[CH3:1]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 86710263HCID 86710263, compound

Product 1

HCID 86710265HCID 86710265, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
110 °C

Procedure

A sealed tube containing propan-2-amine (202 mg, 292 μl, 3.42 mmol), methyl 2-(biphenyl-2-ylmethyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (0.1 g, 285 μmol) and THF (1.7 ml) was heated at 110° C. in a microwave oven for 20 minutes. The crude reaction mixture was cooled and evaporated to dryness. Purification by preparative HPLC provided the desired product as a light pink solid (0.015 g; 14%). LCMS: m/z=379 (MH+).

Workup

  1. customThe crude reaction mixture
  2. temperaturewas cooled
  3. customevaporated to dryness
  4. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-4304ed60d9a94e1da427eaf551bf6b9e
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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