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Triethylamine → HCID 86711893, compound

HRID 1475203
Notes
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Reaction equation

HRID 1475203 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]1[C:10]([CH3:11])=[N:9][C:8]([C:12](OCC)=[O:13])=[N:7]1.O.[NH2:21][NH2:22].CCN(CC)CC>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]1[C:10]([CH3:11])=[N:9][C:8]([C:12]([NH:21][NH2:22])=[O:13])=[N:7]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 86711891HCID 86711891, compound

Product 1

HCID 86711893HCID 86711893, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 1-(3-bromobenzyl)-5-methyl-1H-1,2,4-triazole-3-carboxylate (1.28 g, 3.92 mmol) in MeOH (19 mL) was added hydrazine hydrate (784 μL, 7.84 mmol) and NEt3 (2.47 mL, 17.6 mmol). The reaction was allowed to stir overnight at RT. The solvent was then removed under reduced pressure and the crude material was spun down from toluene (3×) to give a white solid, which was used directly for the next step without further purification. MS (ES+) C11H12BrN5O requires: 309, 311 found: 310, 312 [M+H]+(1:1).

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customto give a white solid, which
  3. customwas used directly for the next step without further purification

Sources & evidence

ORD record
ord-b5eacfe7375b40c0bb2ecc22cc60a534
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09018380B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes