Methanol → HCID 57659584, compound

HRID 1172589Notes

Reaction equation

HRID 1172589 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][CH2:14][N:15]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:11][C:10]([CH3:26])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN.CO.C(Cl)Cl>C(O)C>[CH2:1]([N:8]1[C:12]([CH2:13][CH2:14][NH2:15])=[CH:11][C:10]([CH3:26])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 9321HydrazineHCID 57659596HCID 57659596, compound

Product 1

HCID 57659584HCID 57659584, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

2-[2-(2-benzyl-5-methyl-2H-pyrazol-3-yl)-ethyl]-isoindole-1,3-dione (80 mg, 0.233 mmol) was dissolved in ethanol (2 ml) followed by the addition of an 1M solution of hydrazine in methanol (0.34 ml, 0.34 mmol). The reaction mixture was stirred at 90° C. for 16 h, cooled to rt and DCM (3 ml) was added and the suspension was filtered. The filtrate was concentrated under reduced pressure to give 40 mg (80%) 2-(2-benzyl-5-methyl-2H-pyrazol-3-yl)-ethylamine. LC-MS: tR=0.58 min; [M+H]+=216.38.

Workup

  1. temperaturecooled to rt
  2. filtrationthe suspension was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cc7034982eb541a4ac7c9c726d747c82
Source dataset
uspto-grants-2010_11
Patent number
US07834028B2

Reaction notes

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