Isopropylamine → HCID 68675860, compound

HRID 2233029Notes

Reaction equation

HRID 2233029 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:11]2[N:12]=[C:13](Cl)[C:14]3[N:15]([C:17](=[O:24])[N:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[N:19]=3)[CH:16]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].[CH:26]([NH2:29])([CH3:28])[CH3:27]>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1([C:11]2[N:12]=[C:13]([NH:29][CH:26]([CH3:28])[CH3:27])[C:14]3[N:15]([C:17](=[O:24])[N:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[N:19]=3)[CH:16]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 68677152HCID 68677152, compound

Product 1

HCID 68675860HCID 68675860, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 365 mg of 1-(2-tert-butyl-8-chloro-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-cyclopentanecarboxylic acid ethyl ester and 590 mg of isopropylamine in THF (5.0 mL) was heated at reflux for two h. The solvent was removed and the residue was purified by silica gel chromatography to afford 1-(2-tert-butyl-8-isopropylamino-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-cyclopentanecarboxylic acid ethyl ester as an oil. MS (M+H+)=390.3.

Workup

  1. temperatureat reflux for two h
  2. customThe solvent was removed
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-268eebf25d4f45ebb1288bf8931a3b52
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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