1,2-Dichloroethane → HCID 67107081, compound

HRID 1623744Notes

Reaction equation

HRID 1623744 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([CH:11]=1)[C:8]([OH:10])=O.[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([NH2:26])[CH:21]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([CH:11]=1)[C:8]([NH:26][C:22]1[CH:21]=[N:20][CH:25]=[CH:24][CH:23]=1)=[O:10]

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 757711-HydroxybenzotriazoleHCID 11817752HCID 11817752, compound

Product 1

HCID 67107081HCID 67107081, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 5-(methyloxy)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 7; 280 mg, 1.08 mmol), 3-pyridinamine (204 mg, 2.17 mmol), EDC (312 mg, 1.63 mmol) and HOBT (249 mg, 1.626 mmol) in DMF (5 ml) was stirred under nitrogen at 25° C. overnight. The reaction mixture was then poured into water (20 ml), filtered and the solid was washed with water and dried to yield the title compound as a white solid. 150 mg.

Workup

  1. filtrationfiltered
  2. washthe solid was washed with water
  3. customdried

Sources & evidence

ORD record
ord-570fc9f00f8145b5934fc02324f3f10a
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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