2,5-Dimethoxytetrahydrofuran → HCID 178522894, compound

HRID 2289919Notes

Reaction equation

HRID 2289919 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:23])=[C:7]([C:12]([NH:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.CO[CH:26]1[CH2:30][CH2:29][CH:28](OC)O1>C(O)(=O)C>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][NH:14][C:12]([C:7]2[CH:8]=[N:9][C:10]3[C:5]([C:6]=2[OH:23])=[CH:4][CH:3]=[C:2]([N:1]2[CH:26]=[CH:30][CH:29]=[CH:28]2)[CH:11]=3)=[O:13])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 178507324HCID 178507324, compound

Product 1

HCID 178522894HCID 178522894, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 100 mg of 7-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide and 0.043 mL 2,5-dimethoxytetrahydrofuran in 1 mL of acetic acid is refluxed for four hours. (The mixture rapidly turned very dark.) It is cooled to 25° C. and the precipitate is collected by filtration. It is washed with three 1 mL portions of acetic acid and dried in a stream of air. After drying at 75° C. the product is obtained as 20 mg of a brown powder.

Workup

  1. temperatureis refluxed for four hours
  2. filtrationthe precipitate is collected by filtration
  3. washIt is washed with three 1 mL portions of acetic acid
  4. customdried in a stream of air
  5. customAfter drying at 75° C. the product

Sources & evidence

ORD record
ord-4b48aebc2e574fab92dfa0aaf6a6e319
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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