Hydrazine hydrate (1:1) → HCID 59463155, compound

HRID 1712968Notes

Reaction equation

HRID 1712968 reaction equation
[CH3:1][C:2]1[N:3]([C:8]2[N:13]=[CH:12][C:11]([C:14](=O)/[CH:15]=[CH:16]/[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[OH:23])=[CH:10][CH:9]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.O.[NH2:26][NH2:27]>CCO>[CH3:1][C:2]1[N:3]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[CH2:15][CH:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[OH:23])[NH:27][N:26]=3)=[CH:10][CH:9]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59463399HCID 59463399, compound

Product 1

HCID 59463155HCID 59463155, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of (2E)-1-[6-(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-3-yl]-3-(2-hydroxyphenyl)prop-2-en-1-one (0.31 g, 0.97 mmol) in EtOH (8.5 mL) was added hydrazine hydrate (65% solution, 0.146 mL, 1.95 mmol). After stirring for 15 min, the reaction mixture was concentrated to give 2-{3-[6-(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-3-yl]-4,5-dihydro-1H-pyrazol-5-yl}phenol as a yellow solid (0.32 g, 99%). LCMS: (FA) ES+ 333.2 (M+1).

Workup

  1. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-5f3fcb731df7471f8f007985e7a6d49e
Source dataset
uspto-grants-2010_09
Patent number
US07795249B2

Reaction notes

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