Sodium Hydroxide → HCID 22053480, compound

HRID 1180508Notes

Reaction equation

HRID 1180508 reaction equation
[I:1]Cl.C[Sn](C)(C)[C:5]1[CH:6]=[C:7]([N:11]2[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:12]2)[CH:8]=[N:9][CH:10]=1.[OH-].[Na+]>ClCCl>[I:1][C:5]1[CH:6]=[C:7]([N:11]2[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:12]2)[CH:8]=[N:9][CH:10]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24640Iodine chlorideHCID 22053405HCID 22053405, compound

Product 1

HCID 22053480HCID 22053480, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of Iodomono chloride (588 mg, 3.6 mmol) and anhydrous dichloromethane (10 ml) was added to a mixture of 1-(5-trimethylstannyl-3-pyridyl)-4-tert-butoxycarbonyl-homopiperazine (1.45 g, 3.3 mmol) and dichloromethane (30 ml). The mixture was stirred at room temperature for 1 hours. Aqueous sodium hydroxide (25 ml, 1 M) was added. The organic phase was separated. The aqueous phase was extracted with dichloromethane (25 ml). The combined organic phases was purified by chromatography on silica gel with dichloromethane and methanol (19:1) The title compound was isolated as an oil. Yield 0.80 g, 60%.

Workup

  1. customThe organic phase was separated
  2. extractionThe aqueous phase was extracted with dichloromethane (25 ml)
  3. customThe combined organic phases was purified by chromatography on silica gel with dichloromethane and methanol (19:1) The title compound
  4. customwas isolated as an oil

Sources & evidence

ORD record
ord-d6a119615c5746f4b00a8e24335085b3
Source dataset
uspto-grants-2007_10
Patent number
US07282494B2

Reaction notes

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