Methyl 5-(chlorocarbonyl)-2-nitrobenzoate → HCID 67216035, compound

HRID 1677563Notes

Reaction equation

HRID 1677563 reaction equation
[CH:1]1[N:2]=[CH:3][N:4]2[CH:9]=[C:8]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:7]=[CH:6][C:5]=12.Cl[C:18]([C:20]1[CH:21]=[CH:22][C:23]([N+:30]([O-:32])=[O:31])=[C:24]([CH:29]=1)[C:25]([O:27][CH3:28])=[O:26])=[O:19]>C(N(CC)CC)C>[CH3:28][O:27][C:25]([C:24]1[CH:29]=[C:20]([CH:21]=[CH:22][C:23]=1[N+:30]([O-:32])=[O:31])[C:18]([C:3]1[N:4]2[CH:9]=[C:8]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:7]=[CH:6][C:5]2=[CH:1][N:2]=1)=[O:19])=[O:26]

Participants

4

Reactant 2

HCID 12350504Methyl 5-(chlorocarbonyl)-2-nitrobenzoateHCID 67215697HCID 67215697, compound

Product 1

HCID 67216035HCID 67216035, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This compound is obtained according to the same process as that described in example 9 by benzoylation of tert-butyl imidazo[1,5-a]pyridine-6-carboxylate with methyl 5-(chlorocarbonyl)-2-nitrobenzoate in the presence of triethylamine. A yellow solid is obtained. Melting point: 170° C.; 1H NMR (d6-DMSO): 1.63 (9H, s), 3.89 (3H, s), 7.76 (1H, d), 8.05 (1H, s), 8.12 (1H, d), 8.26 (1H, d), 8.70 (1H, d), 8.77 (1H, s), 10.25 (1H, s)

Workup

  1. customThis compound is obtained
  2. customA yellow solid is obtained

Sources & evidence

ORD record
ord-12cb4d849270484ebaef280d2b470cb7
Source dataset
uspto-grants-2011_08
Patent number
US08008321B2

Reaction notes

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