Pyridine → HCID 53838198, compound

HRID 1870235Notes

Reaction equation

HRID 1870235 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]([O:8][CH3:9])=[O:7])=[O:3].[NH2:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:12]=1[CH2:13][OH:14].N1C=CC=CC=1>ClCCl>[OH:14][CH2:13][C:12]1[C:15]([CH3:19])=[CH:16][CH:17]=[CH:18][C:11]=1[NH:10][C:2](=[O:3])[O:4][CH2:5][C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 3

HCID 1049PyridineHCID 13397504Methyl [(chlorocarbonyl)oxy]acetateHCID 15339417(2-Amino-6-methylphenyl)methanol

Product 1

HCID 53838198HCID 53838198, compoundYield 35.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Starting from methoxycarbonylmethyl chloroformate (11.7 g), 2-amino-6-methylbenzyl alcohol (10.5 g) and pyridine (6.2 ml) in dichloromethane (230 ml), 6.8 g (20%) of the title compound, m.p. 70-74° C., are obtained according to the procedure indicated in Example C1, after chromatography on silica gel (eluent: ethyl acetate/petroleum ether 50/70=1:1) and crystallization from diisopropyl ether.

Sources & evidence

ORD record
ord-36c8b2d1f183405ea8444a269413b6d0
Source dataset
uspto-grants-2000_08
Patent number
US06096758

Reaction notes

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