4-Bromobenzaldehyde → HCID 21037207, compound

HRID 1790720Notes

Reaction equation

HRID 1790720 reaction equation
CO[C:3]1[CH:19]=[C:18]([NH:20][CH3:21])[C:17]([N+:22]([O-])=O)=[CH:16][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]([NH:14][CH3:15])=[O:13])[CH:7]=1.[Br:25][C:26]1[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=1>O1CCOCC1>[CH3:15][NH:14][C:12]([C:8]1[CH:7]=[C:6]([O:5][C:4]2[CH:3]=[CH:19][C:18]3[N:20]([CH3:21])[C:30]([C:29]4[CH:32]=[CH:33][C:26]([Br:25])=[CH:27][CH:28]=4)=[N:22][C:17]=3[CH:16]=2)[CH:11]=[CH:10][N:9]=1)=[O:13]

Participants

4

Reactant 2

HCID 707414-BromobenzaldehydeHCID 131725843{4-[2-Methoxy-4-(methylamino)-5-nitrophenoxy] (2-pyridyl)}-n-methylcarboxamide

Product 1

HCID 21037207HCID 21037207, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of diamine 1 (137 mg, 0.36 mmol) and 4-bromobenzaldehyde (66 mg, 0.50 mmol) in dry dioxane (2 mL) was heated to 100° C. for 16 h. The reaction mixture was allowed to cool to rt and was then concentrated. The resulting residue was purified by reverse phase HPLC to finish 2 as the TFA salt: LCMS m/z 437.1, tR=2.16 min.

Workup

  1. temperatureto cool to rt
  2. concentrationwas then concentrated
  3. customThe resulting residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-578aafd6133147929ebb566b7654c689
Source dataset
uspto-grants-2006_07
Patent number
US07071216B2

Reaction notes

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