HCID 53817680, compound → HCID 53892946, compound

HRID 1601047Notes

Reaction equation

HRID 1601047 reaction equation
C(OC([N:8]1[C:16]2[CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:12]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Br:30])[CH:25]=3)[C:11]=2[N:10]=[CH:9]1)=O)(C)(C)C>CN(C=O)C.[C-]#N.[C-]#N.[Zn+2]>[C:20]([O:19][C:17]([N:13]1[CH2:14][CH2:15][C:16]2[NH:8][CH:9]=[N:10][C:11]=2[CH:12]1[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Br:30])[CH:25]=1)=[O:18])([CH3:23])([CH3:21])[CH3:22]

Participants

4

Reactant 1

HCID 53817680HCID 53817680, compound

Product 1

HCID 53892946HCID 53892946, compound

Reagents, catalysts & solvents 2

HCID 11186Zinc cyanide (Zn(CN)2)CatalystHCID 6228DimethylformamideSolvent

Procedure

4-(3-Bromophenyl)-6,7-dihydro-4H-imidazo[4,5-c]pyridine-1,5-dicarboxylic acid di-tert-butyl ester (0.879 g, 1.83 mmol) and Zn(CN)2 (0.323 g, 2.75 mmol) were stirred in anh. DMF (30 mL) at 80° C. under Ar for 72 h. The solution was concentrated in vacuo, partitioned between CHCl3 and sat. NaHCO3 soln, dried (MgSO4), filtered, and concentrated to yield the title compound without further purification.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. custompartitioned between CHCl3 and sat. NaHCO3 soln
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-db9f803f50ac42adbb8ddce9d8b734a0
Source dataset
uspto-grants-1999_11
Patent number
US05977134

Reaction notes

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