Methanol → HCID 24831570, compound

HRID 2245927Notes

Reaction equation

HRID 2245927 reaction equation
COC1C=CC(C2(C3N4N=C(C5C=CC([N+]([O-])=O)=CC=5)C=NC4=NN=3)CC2)=CC=1.[CH3:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]2([C:41]3[N:45]4[N:46]=[CH:47][C:48]([C:50]5[CH:55]=[CH:54][C:53]([N+:56]([O-])=O)=[CH:52][CH:51]=5)=[N:49][C:44]4=[N:43][N:42]=3)[CH2:40][CH2:39]2)=[CH:34][CH:33]=1.CO>[Pt]>[CH3:30][O:31][C:32]1[CH:33]=[CH:34][C:35]([C:38]2([C:41]3[N:45]4[N:46]=[CH:47][C:48]([C:50]5[CH:51]=[CH:52][C:53]([NH2:56])=[CH:54][CH:55]=5)=[N:49][C:44]4=[N:43][N:42]=3)[CH2:40][CH2:39]2)=[CH:36][CH:37]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24831412HCID 24831412, compoundHCID 24831413HCID 24831413, compound

Product 1

HCID 24831570HCID 24831570, compound

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

Platinum (5.0 mg) on carbon (5%) was added to a 140 mg mixture of the two regioisomers: 3-[1-(4-methoxyphenyl)cyclopropyl]-6-(4-nitrophenyl)-[1,2,4]triazolo[4,3-b][1,2,4]triazine and 3-[1-(4-methoxyphenyl)cyclopropyl]-7-(4-nitrophenyl)-[1,2,4]-triazolo[4,3-b][1,2,4]triazine in methanol (5.0 mL, 0.12 mol) under nitrogen. The mixture was stirred at RT under an atmosphere of hydrogen for 3 h, and was filtered. The filtrate was concentrated and subject to preparative RP-HPLC to afford two regioisomers. Analytical LCMS: (M+H)+=359.1. Isomer-I: Rt=1.565 min; Isomer-II: Rt=1.619 min.

Workup

  1. filtrationwas filtered
  2. concentrationThe filtrate was concentrated
  3. customto afford two regioisomers

Sources & evidence

ORD record
ord-c782c659be354756a3ba472870a88c12
Source dataset
uspto-grants-2010_03
Patent number
US07683060B2

Reaction notes

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