(Phenylmethoxy)-n-[2-(5-{2-[(phenylmethoxy)carbonylamino]ethyl}(2-thienyl))ethyl]carboxamide → 2-[5-(2-Aminoethyl)-2-thienyl]ethylamine

HRID 48390Notes

Reaction equation

HRID 48390 reaction equation
C1(COC([NH:11][CH2:12][CH2:13][C:14]2[S:15][C:16]([CH2:19][CH2:20][NH:21]C(OCC3C=CC=CC=3)=O)=[CH:17][CH:18]=2)=O)C=CC=CC=1>[Pd]>[NH2:11][CH2:12][CH2:13][C:14]1[S:15][C:16]([CH2:19][CH2:20][NH2:21])=[CH:17][CH:18]=1

Participants

3

Reactant 1

HCID 10114046(Phenylmethoxy)-n-[2-(5-{2-[(phenylmethoxy)carbonylamino]ethyl}(2-thienyl))ethyl]carboxamide

Product 1

HCID 227432142-[5-(2-Aminoethyl)-2-thienyl]ethylamineYield 152.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

(Phenylmethoxy)N-[2-(5-{2-[(phenylmethoxy)carbonylamino]ethyl}(2-thienyl))ethyl]carboxamide (1.6 g, 3.6 mmol) and 10% palladium on carbon (1.0 g, 62 mole %) were combined and hydrogenation was carried out in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, 2-[5-(2-aminoethyl)-2-thienyl]ethylamine, (0.935 g, 55%) as a colorless oil.

Sources & evidence

ORD record
ord-8fe4bb3d58ae4cc8a95d44b02468dd6e
Source dataset
uspto-grants-2004_03
Patent number
US06703425B2

Reaction notes

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