Hydrazine → HCID 178514309, compound

HRID 227251Notes

Reaction equation

HRID 227251 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][C:12](=S)[NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:16][NH2:17]>CC(O)C.C1COCC1>[CH2:1]([N:8]1[CH2:14][CH2:13]/[C:12](=[N:16]/[NH2:17])/[NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 9321HydrazineHCID 3594920HCID 3594920, compound

Product 1

HCID 178514309HCID 178514309, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the compound from Step A (1.00 g, 4.54 mmol) in 2-propanol (8.0 mL) and THF (20 mL), hydrazine (0.68 g, 21.7 mmol) was added. The mixture was stirred at room temperature overnight. The crude product was concentrated, and the residue purified by preparative TLC (silcia gel, 1:9 10% ammonium hydroxide in methanol:dichloromethane) to yield the desired compound.

Workup

  1. concentrationThe crude product was concentrated
  2. customthe residue purified by preparative TLC (silcia gel, 1:9 10% ammonium hydroxide in methanol:dichloromethane)

Sources & evidence

ORD record
ord-415bdefbc149456e861bc1b4eb1886b3
Source dataset
uspto-grants-2009_07
Patent number
US07560455B2

Reaction notes

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