Dichloromethane → N-(4-(Cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(4-fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinamide

HRID 1908277Notes

Reaction equation

HRID 1908277 reaction equation
[F:1][C:2]1[C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:4][N:5]([C:7]2[N:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=O)[CH:6]=1.[Cl-].[CH:23]1([NH:26][C:27](=[O:39])[CH:28]([OH:38])[CH:29]([NH3+:37])[CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:25][CH2:24]1.ClCCl>CCCCC>[CH:23]1([NH:26][C:27](=[O:39])[CH:28]([OH:38])[CH:29]([NH:37][C:9](=[O:11])[C:8]2[CH:12]=[CH:13][CH:14]=[N:15][C:7]=2[N:5]2[CH:6]=[C:2]([F:1])[C:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:4]2)[CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 672390012-(4-Fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinic acidHCID 178479578HCID 178479578, compound

Product 1

HCID 67237783N-(4-(Cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(4-fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinamide

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

The reaction was carried out in analogy to reaction step 1.1 by reacting 2-(4-fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinic acid and 4-(cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-a minium chloride. The obtained crude product was treated with a mixture of dichloromethane and n-pentane gave 148 mg of the desired product; ESI-MS [M+H]+: 500.2.

Workup

  1. customThe reaction was carried out in analogy to reaction step 1.1
  2. customThe obtained crude product

Sources & evidence

ORD record
ord-855d7d2996374b7a9014197a94a0669f
Source dataset
uspto-grants-2013_12
Patent number
US08598211B2

Reaction notes

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