HCID 178510789, compound → HCID 10429677, compound

HRID 1672341Notes

Reaction equation

HRID 1672341 reaction equation
O[NH:2][C:3](=[NH:30])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[C:23]2[C:22]3[CH:21]=[C:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:19]=[CH:18][C:17]=3[N:16]=[CH:15][C:14]=2[N:13]=[CH:12]1>Cl.[Ni]>[C:24]1([C:20]2[CH:19]=[CH:18][C:17]3[N:16]=[CH:15][C:14]4[N:13]=[CH:12][N:11]([C:6]5[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=5[CH2:4][C:3]([NH2:30])=[NH:2])[C:23]=4[C:22]=3[CH:21]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 1

HCID 178510789HCID 178510789, compound

Product 1

HCID 10429677HCID 10429677, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 313Hydrochloric AcidSolvent

Procedure

The title compound is prepared in analogy to Example 69 starting from 220 mg (0.559 mmol) N-hydroxy-2-[2-(8-phenyl-imidazo[4,5-c]quinolin-1-yl)-phenyl]-acetamidine (Example 68) and 120 mg Raney-Ni in 6 ml 0.5 N HCl at 50° C. for 9 h. The compound is purified by chromatography (THF-H2O-1N HCl 90:10:0.25) and precipitated from ethyl acetate. mp: 261-263° C.; MS: 378 (M++1); HPLC: tret=6.66 min (Grad 1).

Workup

  1. customThe compound is purified by chromatography (THF-H2O-1N HCl 90:10:0.25)
  2. customprecipitated from ethyl acetate
  3. customtret=6.66 min (Grad 1)

Sources & evidence

ORD record
ord-e936f4bf325d4f18a3be7eaf672c9353
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

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