Methyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxoheptanoate → HCID 136026886, compound

HRID 1718446Notes

Reaction equation

HRID 1718446 reaction equation
Cl.[C:2](=[NH:6])([NH2:5])[CH2:3][CH3:4].C[O-].[Na+].[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([C:30](=O)[CH2:31][CH2:32][CH2:33][CH3:34])[C:26](OC)=[O:27])=[CH:20][CH:19]=1)#[N:11]>CO>[CH2:31]([C:30]1[N:6]=[C:2]([CH2:3][CH3:4])[NH:5][C:26](=[O:27])[C:25]=1[CH2:24][C:21]1[CH:20]=[CH:19][C:18]([C:13]2[C:12]([C:10]#[N:11])=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:23][CH:22]=1)[CH2:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 10807723Methyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxoheptanoateHCID 10942334Sodium MethoxideHCID 12301253Propionimidamide hydrochloride

Product 1

HCID 136026886HCID 136026886, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of propanimidamide hydrochloride (3.9 g), 28% sodium methoxide (11 mL) and methyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxoheptanoate (6.5 g) in methanol (65 mL) was stirred overnight. The solvent was evaporated under reduced pressure, and water and acetic acid were added. The precipitated solid was collected by filtration, and washed with water and diethyl ether to give the title compound (5.5 g, 83%) as a pale-yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and water and acetic acid
  2. additionwere added
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-a556ff6e5e96466b8d91648956f1634c
Source dataset
uspto-grants-2010_09
Patent number
US07803940B2

Reaction notes

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