Diethyl Ether → HCID 86589183, compound

HRID 1831053Notes

Reaction equation

HRID 1831053 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[ClH:10].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]([Cl:19])=[O:18].C(OCC)C>O1CCCC1>[ClH:19].[ClH:10].[CH3:9][O:8][C:5]1[N:6]=[CH:7][C:2]([NH:1][C:17]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]=2)=[O:18])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 811216-Methoxy-3-pyridinylamineHCID 135033Picolinoyl Chloride Hydrochloride

Product 1

HCID 86589183HCID 86589183, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

5-Amino-2-methoxypyridine (4.40 g, 35.4 mmol), dissolved in a small amount of tetrahydrofuran, was added slowly to a stirred solution of pyridine-2-carbonyl chloride hydrochloride (7.12 g, 40.0 mmol) in tetrahydrofuran (75 mL). After stirring overnight at room temperature diethyl ether was added. The solids were isolated by suction, washed with diethyl ether and dried in a vacuum oven at 45° C., yielding the title compound (7.89 g, 75%).

Workup

  1. additionwas added
  2. customThe solids were isolated by suction
  3. washwashed with diethyl ether
  4. customdried in a vacuum oven at 45° C.

Sources & evidence

ORD record
ord-da961dba613a4dcab555344a18a4e061
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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