Hydrazine hydrate (1:1) → HCID 20132467, compound

HRID 845270Notes

Reaction equation

[CH3:1][C:2]1[NH:3][C:4]([CH3:39])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][N:28]2C(=O)C3=CC=CC=C3C2=O)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-:20])=[O:19])[C:7]=1[C:8]([O:10][CH3:11])=[O:9].O.NN>>[CH3:1][C:2]1[NH:3][C:4]([CH3:39])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][NH2:28])=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-:20])=[O:19])[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

Reactant 2

HCID 24654Hydrazine hydrate (1:1)

HCID 20132459HCID 20132459, compound

Product 1

HCID 20132467HCID 20132467, compoundYield 78%

Procedure

Prepared by a method analogous to that of Example 1(b) from 27.0 g (51 mmol) of 1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(2-nitrophenyl)-5-(4-phthalimidobutoxy)carbonyl-pyridine and 7.4 ml (152 mmol) of hydrazine hydrate. 16.0 g (78%) of an orange yellow oil obtained after chromatographic purification on silica gel with dichloromethane/methanol (95:5) as solvent.

Sources & evidence

ORD record: ord-1b8d47e9b61740eca1ba95cfc08500b1
Source dataset: uspto-grants-1988_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04757080

Reaction notes

Loading…