3-Hydrazinylpyridine hydrochloride → HCID 89602438, compound

HRID 1771906Notes

Reaction equation

HRID 1771906 reaction equation
[Li].[Cl:2][C:3]1[CH:4]=[C:5]([C:10]([O-])=[CH:11][C:12](=O)[C:13]([O:15]CC)=[O:14])[CH:6]=[C:7]([F:9])[CH:8]=1.Cl.[N:21]1[CH:26]=[CH:25][CH:24]=[C:23]([NH:27][NH2:28])[CH:22]=1.ClC1C=C(N2C(C3C=C(OC(F)(F)F)C=C(F)C=3)=CC(C(O)=O)=N2)C=CC=1F>>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[N:27]([C:23]3[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=3)[N:28]=[C:12]([C:13]([OH:15])=[O:14])[CH:11]=2)[CH:6]=[C:7]([F:9])[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 131734660Lithium 1-(3-chloro-5-fluorophenyl)-4-ethoxy-3,4-dioxobut-1-en-1-olate

Product 1

HCID 89602438HCID 89602438, compound

Procedure

807 mg (2.90 mmol) of the compound from example 7A is reacted with 464 mg (3.19 mmol) 3-pyridylhydrazine hydrochloride in a manner analogous to the synthesis of the compound from example 8A. Following hydrolysis, 353 mg (38% of theoretical yield) of the title compound is produced.

Sources & evidence

ORD record
ord-660c0cdb55d64abe9c6978ea930ddb6c
Source dataset
uspto-grants-2016_02
Patent number
US09249148B2

Reaction notes

Loading…