Hydrochloric Acid → HCID 69935349, compound

HRID 341105Notes

Reaction equation

HRID 341105 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)/[C:12](=[N:19]/[NH:20][C:21]([O:23]C(C)(C)C)=O)/[C:11](C(OCC)=O)=[CH:10]2)=[N:6][CH:7]=1.Cl>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:12]3=[N:19][NH:20][C:21](=[O:23])[C:11]3=[CH:10]2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 140590263HCID 140590263, compound

Product 1

HCID 69935349HCID 69935349, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl (4Z)-1-[(5-bromopyridin-2-yl)methyl]-4-[(tert-butoxycarbonyl)hydrazono]-1,4-dihydroquinoline-3-carboxylate (2.86 g, 5.70 mmol) was dissolved in toluene (30 mL), treated with hydrochloric acid (0.950 mL, 12 N aqueous, 11 mmol, 2 equiv) and placed into an oil bath preheated to 100° C. for 3 hours. The mixture was cooled to ambient temperature. The mixture was filtered and the yellow solid was collected and washed with toluene (2×10 mL), providing the titled compound.

Workup

  1. customplaced into an oil bath
  2. filtrationThe mixture was filtered
  3. customthe yellow solid was collected
  4. washwashed with toluene (2×10 mL)

Sources & evidence

ORD record
ord-c518ecb28573475cafea6975f6652586
Source dataset
uspto-grants-2014_11
Patent number
US08895580B2

Reaction notes

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