HCID 178481571, compound → HCID 178481570, compound

HRID 1490104Notes

Reaction equation

HRID 1490104 reaction equation
[CH2:1]1[CH2:6][CH:5]([C:7]2([NH:20][C:21]([NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:31]4[NH:35][N:34]=[N:33][N:32]=4)[CH:25]=3)=[O:22])[N:13]=[CH:12][C:11]3[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=3[N:9]([CH3:18])[C:8]2=[O:19])[CH2:4][CH2:3][CH2:2]1.N1C(NC2C=C(C=CC=2)N)=NN=N1>C(#N)C>[CH2:3]1[CH2:4][CH:5]([C@@:7]2([NH:20][C:21]([NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:31]4[NH:35][N:34]=[N:33][N:32]=4)[CH:25]=3)=[O:22])[N:13]=[CH:12][C:11]3[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=3[N:9]([CH3:18])[C:8]2=[O:19])[CH2:6][CH2:1][CH2:2]1

Participants

4

Reactant 2

HCID 178481571HCID 178481571, compoundHCID 178507615HCID 178507615, compound

Product 1

HCID 178481570HCID 178481570, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from Intermediate 3 and 3-[(tetrazol-5-yl)amino]aniline using a similar method to that described for Example 4, except that anhydrous acetonitrile was used as the reaction solvent; the crude product was purified by flash chromatography (silica gel, dichloromethane-methanol, 93:7 to 80:20) and recrystallized from methanol; mp 190°-193° C.; [α]D25 +8.4° (c=0.50, dimethylformamide); the spectroscopic properties (1H-NMR and MS spectra) of this material were identical to those described for its racemate (Example 2). (Found: C, 59.78; H, 5.98; N, 25.68.C24H27N9O2 ×0.6H2O requires: C, 59.52; H, 5.87; N, 26.03%).

Workup

  1. customthe crude product was purified by flash chromatography (silica gel, dichloromethane-methanol, 93:7 to 80:20)
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-9555ec21b704490c8411145c6f5b7526
Source dataset
uspto-grants-1997_10
Patent number
US05681833

Reaction notes

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