Methanol → N-ethyl-3-methyl-6-nitroquinolin-2-amine

Reaction equation

Cl[C:2]1[C:11]([CH3:12])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:13]([O-:15])=[O:14])[CH:8]=2)[N:3]=1.[CH2:16]([NH2:18])[CH3:17].CO>>[CH2:16]([NH:18][C:2]1[C:11]([CH3:12])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:13]([O-:15])=[O:14])[CH:8]=2)[N:3]=1)[CH3:17]

Participants

Reactant 3

HCID 887Methanol

HCID 6341Ethylamine

HCID 220190042-chloro-3-methyl-6-nitroQuinoline

Product 1

HCID 22018880N-ethyl-3-methyl-6-nitroquinolin-2-amine

Procedure

The product (1 g, 4.5 mmol) from Step A and a solution of 2N ethylamine in methanol (5 mL, 25 mmol) were used to prepare the product according to the procedure of Example 1, Step C.

Workup

customto prepare the product

Sources & evidence

ORD record: ord-6fe6e3cc88c24bf59c2bd7d84afa2c25
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07084156B2

Reaction notes

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