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3-Hydrazinopyridazine → (2S,4R)-1-(5-Methyl-2-pyridazin-3-yl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697599
Notes
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Reaction equation

HRID 1697599 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23](=S)[CH2:24][C:25](=O)[CH3:26])=[O:4].[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([NH:35][NH2:36])[N:30]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:21])([F:22])[F:20])(=[O:11])=[O:12])[CH2:7][N:6]1[C:23]1[N:35]([C:31]2[N:30]=[N:29][CH:34]=[CH:33][CH:32]=2)[N:36]=[C:25]([CH3:26])[CH:24]=1)=[O:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 122953913-HydrazinopyridazineHCID 86646823(2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 66770637(2S,4R)-1-(5-Methyl-2-pyridazin-3-yl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester (example 192 g) was reacted with pyridazin-3-yl-hydrazine (CAS Reg. No. 40972-16-5) to give the title compound as colorless oil. MS (ESI): m/z=496.3 [M+H]+.

Sources & evidence

ORD record
ord-93e62cc3bc8c40418fc9909b6574a68f
Source dataset
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08163793B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes