HCID 54465734, compound → HCID 58572654, compound

HRID 1927297Notes

Reaction equation

HRID 1927297 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[CH2:10][C:11]#[N:12].[CH2:13]([Mg]Br)[CH3:14]>C(O[Ti](OC(C)C)(OC(C)C)OC(C)C)(C)C>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[CH2:10][C:11]1([NH2:12])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 54465734HCID 54465734, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 58572654HCID 58572654, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 178460666HCID 178460666, compoundCatalyst

Procedure

By using 2,3-dihydro-1H-inden-2-yl acetonitrile (157 mg, 1.00 mmol) described in WO 1998/005651, ethyl magnesium bromide (3 M diethyl ether solution, 0.67 mL, 2.00 mmol), tetraisopropoxy titanium (0.33 mL, 1.10 mmol), and trifluoroborane-diethyl ether complex (0.25 mL, 2.00 mmol), the reaction was carried out in the same manner as the method described in J. Org. Chem. 2002, 67, 3965 to give the title compound as a white solid (124 mg, yield 66%).

Sources & evidence

ORD record
ord-48b8ea7afb3d4c61b100b687f7004c09
Source dataset
uspto-grants-2012_05
Patent number
US08183272B2

Reaction notes

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