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Water → N-benzyl-6-morpholin-4-yl-4-o-tolyl-nicotinamide

HRID 380758
Notes
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Reaction equation

HRID 380758 reaction equation
[CH2:1]([NH:8][C:9](=[O:24])[C:10]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])=[CH:14][C:13](Cl)=[N:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C(OCC)(=O)C.O>[Cl-].[Na+].O>[CH2:1]([NH:8][C:9](=[O:24])[C:10]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])=[CH:14][C:13]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[N:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 8083MorpholineHCID 8857Ethyl AcetateHCID 12167314N-benzyl-6-chloro-4-o-tolyl-nicotinamide

Product 1

HCID 12167316N-benzyl-6-morpholin-4-yl-4-o-tolyl-nicotinamideYield 100%

Reagents, catalysts & solvents 1

HCID 57417360
Sodium chloride; water
Solvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5.0 g (14.8 mMol) of N-benzyl-6-chloro-4-o-tolyl-nicotinamide and 25 ml morpholine was heated to 100° C. for 3.5 hours. After cooling to room temperature, extractive work-up with ethyl acetate, water and brine gave 5.7 g (100%) N-benzyl-6-morpholin-4-yl-4-o-tolyl-nicotinamide as a yellow powder.

Workup

  1. temperatureAfter cooling to room temperature

Sources & evidence

ORD record
ord-b39b3b148c1a44bbb3df80ba7836608f
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06303790B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes