HCID 13406007, compound → HCID 178522251, compound

HRID 1179669Notes

Reaction equation

HRID 1179669 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1>O1CCCC1>[OH:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 13406007HCID 13406007, compound

Product 1

HCID 178522251HCID 178522251, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
180 °C

Procedure

N-(6-Methoxy-pyridin-3-yl)-benzamide (2.38 g, 10.4 mmol) was dissolved in a mixture of tetrahydrofuran and diethyl ether. HCl-gas was bubbled into the solution for 5 minutes. More diethyl ether was added and the white precipitate was collected by suction, washed twice with diethyl ether and heated in a kugelrohr apparatus at 180° C. for 0.5 hours. The solid material was crystallised from methanol:water, washed twice with water and dried overnight in a vacuum oven, yielding the title compound (1.19 g, 53% yield) as a grey solid.

Workup

  1. customwas bubbled into the solution for 5 minutes
  2. additionMore diethyl ether was added
  3. customthe white precipitate was collected by suction
  4. washwashed twice with diethyl ether
  5. customThe solid material was crystallised from methanol
  6. washwater, washed twice with water
  7. customdried overnight in a vacuum oven

Sources & evidence

ORD record
ord-cb9e1f5115654c5e985365b4ba63b061
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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