1,2-Dichloroethane → HCID 24285249, compound

HRID 1623655Notes

Reaction equation

HRID 1623655 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH2:18])[CH:13]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([NH:18][C:14]1[CH:13]=[N:12][CH:17]=[CH:16][CH:15]=1)=[O:9]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 69725-Bromosalicylic acidHCID 8471TriethylamineHCID 100093-AminopyridineHCID 757711-Hydroxybenzotriazole

Product 1

HCID 24285249HCID 24285249, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5-bromo-2-hydroxybenzoic acid (5.2 g, 23.96 mmol), 3-pyridinamine (2.26 g, 23.96 mmol), EDC (4.59 g, 23.96 mmol), HOBT (3.67 g, 23.96 mmol) and triethylamine (3.34 ml, 23.96 mmol) in DMF (80 ml) was stirred for 3 h. The reaction mixture was filtered. 150 ml water was added to the filtrate to yield a white solid. This was filtered and dried to yield the title compound. 2.8 g.

Workup

  1. filtrationThe reaction mixture was filtered
  2. addition150 ml water was added to the filtrate
  3. customto yield a white solid
  4. filtrationThis was filtered
  5. customdried

Sources & evidence

ORD record
ord-49ccae7d7336407c9d2fb263efb33f36
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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