Cyclopentanone → 1-Cyclopentylaminomethyl-cyclobutanecarboxylic acid methyl ester

HRID 2280005Notes

Reaction equation

HRID 2280005 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH2:9][NH2:10])[CH2:8][CH2:7][CH2:6]1)=[O:4].[C:11]1(=O)[CH2:15][CH2:14][CH2:13][CH2:12]1.C([O-])(=O)C.[Na+].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1([CH2:9][NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:8][CH2:7][CH2:6]1)=[O:4]

Participants

6

Reactant 4

HCID 8452CyclopentanoneHCID 517045Sodium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 25918829Methyl 1-(Aminomethyl)cyclobutanecarboxylate

Product 1

HCID 581541481-Cyclopentylaminomethyl-cyclobutanecarboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Reaction of 1-aminomethyl-cyclobutanecarboxylic acid methyl ester with cyclopentanone, sodium acetate and sodium triacetoxyborohydride in DCM gave 1-cyclopentylaminomethyl-cyclobutanecarboxylic acid methyl ester

Sources & evidence

ORD record
ord-bb79d29efa384deca0eeeb183ffe5322
Source dataset
uspto-grants-2015_09
Patent number
US09133199B2

Reaction notes

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