Hydrazine → HCID 68579893, compound

HRID 2234004Notes

Reaction equation

HRID 2234004 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:19][C:20]([C:23]([OH:25])=O)=[CH:21][N:22]=2)[CH2:14][CH2:13]1)=[O:10].[NH2:26][NH2:27]>CN(C=O)C>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[S:19][C:20]([C:23]([NH:26][NH2:27])=[O:25])=[CH:21][N:22]=2)[CH2:14][CH2:13]1)=[O:10]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 11463807HCID 11463807, compound

Product 1

HCID 68579893HCID 68579893, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylic acid (Example 227, 100 mg, 0.240 mmol) was dissolved in DMF (1 ml) and hydrazine (500 μL, 16.0 mmol). The mixture was stirred at room temperature for 2 h. The mixture was filtered and purified by semi-preparative reverse phase HPLC eluting with acetonitrile/water (0.1% TFA) (36 mg).

Workup

  1. filtrationThe mixture was filtered
  2. custompurified by semi-preparative reverse phase HPLC
  3. washeluting with acetonitrile/water (0.1% TFA) (36 mg)

Sources & evidence

ORD record
ord-d336a785f0d24dd593fa4929ae738eb0
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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