Acetic Acid → 5,6,7,8-Tetrahydropyrido[4,3-d]pyrimidin-2-amine

HRID 2247943Notes

Reaction equation

HRID 2247943 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH2:11][N:10](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:9][CH2:8][C:6]=2[N:7]=1.O.C(O)(=O)C>CC(C)=O>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH2:11][NH:10][CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 150176612-Amino-5,6,7,8-tetrahydro-6-triphenylmethylpyrido-[4,3-d]pyrimidine

Product 1

HCID 109551805,6,7,8-Tetrahydropyrido[4,3-d]pyrimidin-2-amineYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Amino-5,6,7,8-tetrahydro-6-triphenylmethylpyrido-[4,3-d]pyrimidine (80 mg, 0.20 mmol) was mixed with water (0.5 ml) and acetic acid (0.5 ml) and heated on a steam bath for 5 minutes. Addition of acetone provided a homogeneous mixture. Removal of solvents gave an oil, which was purified by flash column chromatography (eluant: 89:10:1 chloroform:methanol:concentrated ammonium hydroxide) to provide the title product (24.3 mg, 0.16 mmol, 80% yield).

Workup

  1. temperatureheated on a steam bath for 5 minutes
  2. customprovided a homogeneous mixture
  3. customRemoval of solvents
  4. customgave an oil, which
  5. customwas purified by flash column chromatography (eluant: 89:10:1 chloroform:methanol:concentrated ammonium hydroxide)

Sources & evidence

ORD record
ord-7a359649c2294f03bf421d538d103de7
Source dataset
uspto-grants-1991_08
Patent number
US05037834

Reaction notes

Loading…