Cyclopentanone → Ethyl1-[(cyclopentylamino)methyl]cyclopropane-1-carboxylate

HRID 2279998Notes

Reaction equation

HRID 2279998 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([CH2:9][NH2:10])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[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>[CH2:1]([O:3][C:4]([C:6]1([CH2:9][NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 8452CyclopentanoneHCID 517045Sodium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 11480505Ethyl 1-(aminomethyl)cyclopropanecarboxylate

Product 1

HCID 58153972Ethyl1-[(cyclopentylamino)methyl]cyclopropane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

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

Sources & evidence

ORD record
ord-4b33abb216e445a2bf3a7f4b75534017
Source dataset
uspto-grants-2015_09
Patent number
US09133199B2

Reaction notes

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