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HCID 178521706, compound → 3-amino-N-cyclopropyl-1H-pyrazole-5-carboxamide

HRID 491393
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Reaction equation

HRID 491393 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[NH:11][N:10]=[C:9]([N+:12]([O-])=O)[CH:8]=2)=[O:6])[CH2:3][CH2:2]1>C(O)C.[Pt](=O)=O>[NH2:12][C:9]1[CH:8]=[C:7]([C:5]([NH:4][CH:1]2[CH2:2][CH2:3]2)=[O:6])[NH:11][N:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 178521706HCID 178521706, compound

Product 1

HCID 576782553-amino-N-cyclopropyl-1H-pyrazole-5-carboxamideYield 108.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

N-cyclopropyl-3-nitro-1H-pyrazole-5-carboxamide (1.0 g, 5.10 mmol) and platinum (iv) oxide (0.116 g, 0.510 mmol) in ethanol were hydrogenated at 50 psi for 2 hours. The reaction mixture was filtrated through Celite and the filtrate was concentrated to give 0.916 g of 3-amino-N-cyclopropyl-1H-pyrazole-5-carboxamide as a solid. The crude was used without purification. MS (ESI) m/z 167.1 (M+H).

Workup

  1. filtrationThe reaction mixture was filtrated through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1b736bbd9eff40b7b693e1967b385ed4
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07531539B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes