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3-(Dimethylamino)-2-propenal → 6-Fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-5-(pyrimidin-2-yl)-1H-indazole

HRID 34091
Notes
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Reaction equation

HRID 34091 reaction equation
Cl.[F:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](/[CH:12]=[CH:13]/[C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)=[N:8][NH:9]2)=[CH:5][C:4]=1[C:21]([NH2:23])=[NH:22].CN(C)[CH:26]=[CH:27][CH:28]=O>N1C=CC=CC=1>[F:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=3)=[N:8][NH:9]2)=[CH:5][C:4]=1[C:21]1[N:23]=[CH:28][CH:27]=[CH:26][N:22]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 791253-(Dimethylamino)-2-propenalHCID 689280096-Fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-1H-indazole-5-carboxamidine Hydrochloride

Product 1

HCID 600347276-Fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-5-(pyrimidin-2-yl)-1H-indazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

36 mg of 6-fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-1H-indazole-5-carboxamidine hydrochloride obtained by Example 599 and 15 μl of 3-dimethylaminopropenal were dissolved in 1 mL of pyridine, and stirred at 120° C. for 7 hours. After distilling off the solvent, purification by LC-MS was conducted, to give 0.61 mg of the title compound.

Workup

  1. distillationAfter distilling off
  2. customthe solvent, purification by LC-MS

Sources & evidence

ORD record
ord-eba3391fdedb4d1195f66eec34e10ce3
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429609B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes