Ethylamine → 9-Chloro-3-[2-(ethylamino)propyl]-1,2,3,4-tetrahydro-8-methyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 851216Notes

Reaction equation

HRID 851216 reaction equation
[Cl:1][C:2]1[C:3]([CH3:21])=[CH:4][C:5]2[O:19][C:18](=[O:20])[C:9]3[CH2:10][N:11]([CH2:14][C:15](=O)[CH3:16])[CH2:12][CH2:13][C:8]=3[C:6]=2[CH:7]=1.[CH2:22]([NH2:24])[CH3:23]>>[Cl:1][C:2]1[C:3]([CH3:21])=[CH:4][C:5]2[O:19][C:18](=[O:20])[C:9]3[CH2:10][N:11]([CH2:14][CH:15]([NH:24][CH2:22][CH3:23])[CH3:16])[CH2:12][CH2:13][C:8]=3[C:6]=2[CH:7]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 13136937HCID 13136937, compound

Product 1

HCID 131369719-Chloro-3-[2-(ethylamino)propyl]-1,2,3,4-tetrahydro-8-methyl-5H-[1]benzopyrano[3,4-c]pyridin-5-oneYield 20.9%

Procedure

Prepared by the method described for example 51 from 9-chloro-1,2,3,4-tetrahydro-8-methyl-3-(2-oxopropyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one (6.2 g, 0.020 moles) and ethylamine (6 ml, 0.092 moles). Recrystallization from ethyl acetate gave the product (1.4 g), mp 162°-163° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-e3635c2b54504b9c8d96471f77674a2f
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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