Pyridine → 1-Benzoyl-1-methyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea

HRID 3892

Reaction equation

HRID 3892 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:4].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.N1C=CC=CC=1>C1(C)C=CC=CC=1>[C:23]([N:2]([CH3:1])[C:3]([NH:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:4])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 197624081-Methyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea

Product 1

HCID 129423441-Benzoyl-1-methyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-Methyl-3-[1-(naphth-2-ylmethyl)piperid-4-yl]urea (1.4 g.) (prepared by reacting 4-amino-1-(naphth-2-ylmethyl)piperidine with methyl isocyanate) in toluene (30 cm3) was acylated using benzoyl chloride (0.92 g) in presence of pyridine (0.6 g) to give the title compound: m.p. of HCl, hemihydrate salt =164°-166° C.

Sources & evidence

ORD record
ord-eded3f07bc674eab884909ce377e9ea4
Source dataset
uspto-grants-1988_02
Patent number
US04722930

Linked notes

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