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6-Chloropyridin-3-yl-hydrazine dihydrochloride → HCID 89609966, compound

HRID 930017
Notes
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Reaction equation

HRID 930017 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.ClC1C=C(C2N(C3C=CC=CN=3)N=C(C(O)=O)C=2)C=C(F)C=1.Cl.Cl.[Cl:48][C:49]1[N:54]=[CH:53][C:52]([NH:55][NH2:56])=[CH:51][CH:50]=1>>[Br:2][C:3]1[CH:4]=[C:5]([C:14]2[N:55]([C:52]3[CH:53]=[N:54][C:49]([Cl:48])=[CH:50][CH:51]=3)[N:56]=[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
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 896017676-Chloropyridin-3-yl-hydrazine dihydrochlorideHCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acidHCID 131734661Lithium 1-(3-bromo-5-trifluoromethoxy phenyl)-4-ethoxy-3,4-dioxobut-1-en-1-olate

Product 1

HCID 89609966HCID 89609966, compound

Procedure

280 mg (0.72 mmol) of the compound of Example 5A is reacted analogously to the synthesis of the compound of Example 20A with 171 mg (0.79 mmol) of 6-chloropyridin-3-yl-hydrazine dihydrochloride. After hydrolysis, 202 mg (61% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-d0ca8ed9386e4a3c8cdd2bf606fe7a10
Source dataset
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09296720B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes