4-ethoxymethylene-2-(1)-naphthyl-5(4H)-oxazolone → [1-(2-Naphthalen-1-yl-5-oxo-oxazol-4-ylidenemethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

HRID 276786

Reaction equation

HRID 276786 reaction equation
C(O[CH:4]=[C:5]1[C:9](=[O:10])[O:8][C:7]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[N:6]1)C.[C:21]([O:25][C:26](=[O:34])[NH:27][CH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)([CH3:24])([CH3:23])[CH3:22]>O1CCCC1>[C:21]([O:25][C:26](=[O:34])[NH:27][CH:28]1[CH2:33][CH2:32][N:31]([CH:4]=[C:5]2[C:9](=[O:10])[O:8][C:7]([C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][CH:12]=3)=[N:6]2)[CH2:30][CH2:29]1)([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 2

HCID 3569304-ethoxymethylene-2-(1)-naphthyl-5(4H)-oxazoloneHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 54409055[1-(2-Naphthalen-1-yl-5-oxo-oxazol-4-ylidenemethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-ethoxymethylene-2-naphthalen-1-yl-4H-oxazol-5-one (6.30 g, 23.7 mmol) in tetrahydrofuran, piperidin-4-yl-carbamic acid tert-butyl ester (4.70 g, 23.7 mmol) was added, and the mixture was stirred at room temperature for 24 h. The reaction mixture was concentrated under reduced pressure to yield [1-(2-naphthalen-1-yl-5-oxo-oxazol-4-ylidenemethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-70c55eef495c4922a9fbdecab2bff985
Source dataset
uspto-grants-2002_03
Patent number
US06355641B1

Linked notes

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