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Ethanol → HCID 178482750, compound

HRID 2388981
Notes
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Reaction equation

HRID 2388981 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=2)[C:5](F)=[N:6][CH:7]=1.C(O)C.[NH2:24][NH2:25]>O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9]([CH2:10][C:11]3[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=3)=[N:25][NH:24][C:5]2=[N:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 579757321-(5-Bromo-2-fluoro-3-pyridinyl)-2-[4-(dimethylamino)phenyl]ethanone

Product 1

HCID 178482750HCID 178482750, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(5-Bromo-2-fluoro-pyridin-3-yl)-2-(4-dimethylamino-phenyl)-ethanone (890 mg, 2.64 mmol), ethanol (100 ml), and anhydrous hydrazine (0.4 ml, 12.74 mmol) were combined and stirred for 18 hours at room temperature. The reaction was diluted with water and the precipitate filtered and dried to obtain 500 mg (57%) of [4-(5-bromo-1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-phenyl]-dimethyl-amine. MS m/z 331.1+333.1 (M+H+).

Workup

  1. filtrationthe precipitate filtered
  2. customdried

Sources & evidence

ORD record
ord-f62fc04383c44312a0bf4f67a4b70136
Source dataset
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08268994B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes