HCID 131718841, compound → HCID 15780061, compound

HRID 1654667Notes

Reaction equation

HRID 1654667 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH:14]([CH3:16])[CH3:15])[N:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[N:34]([C:35]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)[C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[N:33]=[N:32][N:31]=3)=[CH:20][CH:19]=1)[C:7]2=[O:54])([O-])=O>O1CCOCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH:14]([CH3:15])[CH3:16])[N:8]([CH2:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[N:34]([C:35]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)([C:48]4[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=4)[C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[N:33]=[N:32][N:31]=3)=[CH:22][CH:23]=1)[C:7]2=[O:54]

Participants

4

Reactant 1

HCID 131718841HCID 131718841, compound

Product 1

HCID 15780061HCID 15780061, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

6-Nitro-2-isopropyl-3-[(2'-(N-triphenylmethyl-tetrazol-5-yl)-biphen-4-yl)-methyl]-quinazolin-4-(3H)-one was hydrogenated overnight at 1 atm H2 in dioxane solution in presence of Raney nickel catalyst as described above. The product was purified by flash chromatography over silica gel eluting with CH2Cl2 /MeOH-20/1 to give a pale yellow solid. 1H-NMR (CDCl3): 1.20, (d, 6H, J=6.4 Hz), 2.89-3.06, (m, 1H), 5.34, (br.s, 2H), 6.85-7.68, (m, 24H), 7.84-7.92, (m, 1H).

Workup

  1. customThe product was purified by flash chromatography over silica gel eluting with CH2Cl2 /MeOH-20/1
  2. customto give a pale yellow solid

Sources & evidence

ORD record
ord-b57ec45823d747eeaa72062e26ab3f74
Source dataset
uspto-grants-1995_04
Patent number
US05409926

Reaction notes

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