Hydrazine hydrate (1:1) → HCID 178522796, compound

HRID 47260Notes

Reaction equation

HRID 47260 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[NH:12][CH:13]=[C:14]([C:16](=O)[C:17]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:18][N:19](C)C)[CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:30]N>C(O)C>[CH2:1]([NH:8][C:9]([C:11]1[NH:12][CH:13]=[C:14]([C:16]2[C:17]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:18][NH:19][N:30]=2)[CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 694268864-(3-Dimethylamino-2-phenyl-acryloyl)-1H-pyrrole-2-carboxylic acid benzylamide

Product 1

HCID 178522796HCID 178522796, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of compound 3 (1 equivalent) in ethanol, at ambient temperature, was added hydrazine hydrate (3 equivalents) and the resulting mixture heated at reflux. After 12 hours, the solvent was evaporated and the crude product purified by preparatory HPLC (reverse phase; 10→90% MeCN in water; 15 minutes) to afford the desired compound II-5. LC/MS (M+1) 343.3, (M−1) 341.2.

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux
  3. customthe solvent was evaporated
  4. customthe crude product purified by preparatory HPLC (reverse phase; 10→90% MeCN in water; 15 minutes)

Sources & evidence

ORD record
ord-61010a22c75c4f7b829f3917f74a850f
Source dataset
uspto-grants-2004_03
Patent number
US06699865B2

Reaction notes

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