Ethanolamine → HCID 22015525, compound

HRID 8302Notes

Reaction equation

HRID 8302 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:9]=[CH:10][C:5]2=[C:4]([C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)[N:3]=1.[CH2:24]([CH2:26][NH2:27])[OH:25]>CN1C(=O)CCC1>[O:20]1[CH:21]=[CH:22][CH:23]=[C:19]1[C:4]1[N:3]=[C:2]([NH:27][CH2:26][CH2:24][OH:25])[N:7]=[C:6]2[N:8]([CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:9]=[CH:10][C:5]=12

Participants

4

Reactant 2

HCID 700EthanolamineHCID 22015488HCID 22015488, compound

Product 1

HCID 22015525HCID 22015525, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 6-chloro-4-(2-furyl)-1-(2-phenylethyl)-1H-pyrazolo[3,4-d]pyrimidine (162 mg, 0.5 mmol) in NMP (1 mL) was treated with ethanolamine (60 μL, 1 mmol), heated at 100° C. for 16 h, cooled and purified by chromatography (EtOAc:Heptane, 2:1). The resulting colourless oil was crystallised (MeOH/water) and filtered to give the title compound (100 mg, 57%) as a white solid.

Workup

  1. temperaturecooled
  2. custompurified by chromatography (EtOAc:Heptane, 2:1)
  3. customThe resulting colourless oil was crystallised (MeOH/water)
  4. filtrationfiltered

Sources & evidence

ORD record
ord-5bc7b2eb36124702a954a2d96b828067
Source dataset
uspto-grants-2006_08
Patent number
US07087754B2

Reaction notes

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