Hydrazine hydrate (1:1) → HCID 23537391, compound

HRID 1792461Notes

Reaction equation

HRID 1792461 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]([O:24]C)=O)=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][N:10]([C:26]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:9]=2)=[CH:4][CH:3]=1.O.[NH2:46][NH2:47]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]([NH:46][NH2:47])=[O:24])=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][N:10]([C:26]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22031193HCID 22031193, compound

Product 1

HCID 23537391HCID 23537391, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 740 mg methyl 6-[3-(4-fluorophenyl)-1-trityl-1H-pyrazol-4-yl]imidazo[1,2-a]pyridine-3-carboxylate (compound in Production Example 273), 0.32 mL hydrazine monohydrate and 20 mL ethanol was heated for 6 hours under reflux. The reaction solution was evaporated, and the resulting residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 283 mg of the title compound as a color amorphous.

Workup

  1. temperaturewas heated for 6 hours
  2. temperatureunder reflux
  3. customThe reaction solution was evaporated
  4. customthe resulting residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b25c921be4ca48ae96c29e3739a4f638
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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