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Triethylamine → N-[2-(2-cyclopentyloxy-3-methoxy-phenyl)-ethyl]-2-pyridin-4-yl-acetamide

HRID 378980
Notes
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Reaction equation

HRID 378980 reaction equation
Cl.[CH:2]1([O:7][C:8]2[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:16][CH2:17][NH2:18])[CH2:6][CH2:5][CH2:4][CH2:3]1.C([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])C.Cl.[C:27](O)(=[O:34])[C:28]1C=CN=C[CH:29]=1>[Cl-]>[CH:2]1([O:7][C:8]2[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:16][CH2:17][NH:18][C:27](=[O:34])[CH2:28][C:29]2[CH:23]=[CH:22][N:21]=[CH:24][CH:25]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 216972672-(2-Cyclopentyloxy-3-methoxy-phenyl)-ethylamine HydrochlorideHCID 57455229HCID 57455229, compound

Product 1

HCID 21697280N-[2-(2-cyclopentyloxy-3-methoxy-phenyl)-ethyl]-2-pyridin-4-yl-acetamideYield 108.9%

Reagents, catalysts & solvents 1

HCID 312ChlorideSolvent

Procedure

Operating analogously to example 46 using 2-(2-cyclopentyloxy-3-methoxy-phenyl)-ethylamine hydrochloride (1 g, 3.68 mmoles), obtained as described in example 3, in methliene chloride (20 ml), triethylamine (1.69 ml, 1.23 g, 12.14 mmoles) and isonicotinic acid hydrochloride (0.72 g, 4.05 mmoles), 1.42 g of the title product were obtained (yield: 99.9%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-41f80ffdfcb5458bb01cf4be5535787a
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06297257B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes