Tert-butyl 2-(4-(6-hydroxyquinolin-2-yl)benzoyl)hydrazinecarboxylate → 4-(6-Hydroxyquinolin-2-yl)benzohydrazide

HRID 2201435Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:28]=[CH:27][C:15]([C:16]([NH:18][NH:19]C(OC(C)(C)C)=O)=[O:17])=[CH:14][CH:13]=1)[CH:6]=[CH:5]2>Cl.CO>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([NH:18][NH2:19])=[O:17])=[CH:27][CH:28]=1)[CH:6]=[CH:5]2

Participants

Conditions

Temperature: 25 °C

Procedure

A mixture of tert-butyl 2-(4-(6-hydroxyquinolin-2-yl)benzoyl)hydrazinecarboxylate (240 mg, 0.633 mmol) and HCl/MeOH (20 mL, 4M) was stirred at 25° C. overnight. The resulting mixture was concentrated under reduced pressure to dryness to give the product (120 mg, yield 68%).

Workup

concentrationThe resulting mixture was concentrated under reduced pressure to dryness

Sources & evidence

ORD record: ord-3582f6cb459d4e20bb68e0ad952f3c11
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09364481B2

Reaction notes

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