3-Hydrazinylpyridine hydrochloride → HCID 89602527, compound

HRID 1771909Notes

Reaction equation

HRID 1771909 reaction equation
[Li].[Br:2][C:3]1[CH:4]=[C:5]([C:14]([O-])=[CH:15][C:16](=O)[C:17]([O:19]CC)=[O:18])[CH:6]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:8]=1.Cl.[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][NH2:32])[CH:26]=1.ClC1C=C(N2C(C3C=C(OC(F)(F)F)C=C(F)C=3)=CC(C(O)=O)=N2)C=CC=1F>>[Br:2][C:3]1[CH:4]=[C:5]([C:14]2[N:31]([C:27]3[CH:26]=[N:25][CH:30]=[CH:29][CH:28]=3)[N:32]=[C:16]([C:17]([OH:19])=[O:18])[CH:15]=2)[CH:6]=[C:7]([O:9][C:10]([F:11])([F:12])[F:13])[CH:8]=1

Participants

4

Reactant 3

HCID 231434543-Hydrazinylpyridine hydrochlorideHCID 582772891-(3-chloro-4-fluorophenyl)-5-(3-fluoro-5-trifluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acidHCID 131734661Lithium 1-(3-bromo-5-trifluoromethoxy phenyl)-4-ethoxy-3,4-dioxobut-1-en-1-olate

Product 1

HCID 89602527HCID 89602527, compound

Procedure

1.10 g (2.40 mmol) of the compound from example 3A is reacted with 525 mg (3.61 mmol) 3-pyridylhydrazine hydrochloride in a manner analogous to the synthesis of the compound from example 8A. Following hydrolysis, 557 mg (54% of theoretical yield) of the title compound is produced.

Sources & evidence

ORD record
ord-955c215cccd746a6b5d77c3dc6579681
Source dataset
uspto-grants-2016_02
Patent number
US09249148B2

Reaction notes

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