HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Water → 5-amino-3-(3-ethoxy-4-methoxyphenyl)-1-isopropyl-1H-pyrazole-4-carbonitrile

HRID 238063
Notes
Print preview

Reaction equation

HRID 238063 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:12](OC)=[C:13]([C:16]#[N:17])[C:14]#[N:15])[CH:7]=[CH:8][C:9]=1OC)[CH3:2].Cl.[CH:21]([NH:24][NH2:25])([CH3:23])[CH3:22].[CH2:26](N(CC)CC)C.[OH2:33]>C(O)C>[NH2:15][C:14]1[N:24]([CH:21]([CH3:23])[CH3:22])[N:25]=[C:12]([C:6]2[CH:7]=[CH:8][C:9]([O:33][CH3:26])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=2)[C:13]=1[C:16]#[N:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 855731-Isopropylhydrazine hydrochlorideHCID 866170192-((3-Ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile

Product 1

HCID 687116245-amino-3-(3-ethoxy-4-methoxyphenyl)-1-isopropyl-1H-pyrazole-4-carbonitrile

Reagents, catalysts & solvents 1

HCID 702
Ethanol
Solvent

Procedure

2-((3-ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile (200 mg, 0.78 mmol), isopropylhydrazine hydrogen chloride (86 mg, 0.78 mmol), and triethylamine (0.10 mL, 0.78 mmol) were combined in ethanol (5 mL) and heated to reflux for 90 minutes. The reaction was then cooled to RT, water was added and the aqueous phase was extracted three times with EtOAc. The organic phase was concentrated and carried onto the next step without further characterization. ESI-MS (M+H)+ m/z calcd 301.1, found 301.0

Workup

  1. temperatureheated
  2. temperatureto reflux for 90 minutes
  3. extractionthe aqueous phase was extracted three times with EtOAc
  4. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-00da41911aa64a5f8625edf0a235ac27
Source dataset
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08642604B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes