Dimethylamine → 3-[2-(Dimethylamino)propyl]-1,2,3,4-tetrahydro-8-methyl-5H-[1]-benzopyrano[3,4-c]pyridin-5-one

HRID 851213Notes

Reaction equation

HRID 851213 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[CH2:13][CH2:12][N:11]([CH2:14][C:15](=O)[CH3:16])[CH2:10][C:9]=3[C:18](=[O:20])[O:19][C:4]=2[CH:3]=1.[CH3:21][NH:22][CH3:23]>>[CH3:21][N:22]([CH3:23])[CH:15]([CH3:16])[CH2:14][N:11]1[CH2:12][CH2:13][C:8]2[C:5]3[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=3[O:19][C:18](=[O:20])[C:9]=2[CH2:10]1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 13136935HCID 13136935, compound

Product 1

HCID 131369633-[2-(Dimethylamino)propyl]-1,2,3,4-tetrahydro-8-methyl-5H-[1]-benzopyrano[3,4-c]pyridin-5-oneYield 57.1%

Procedure

Prepared by the method described for Example 38 from 1,2,3,4-tetrahydro-8-methyl-3-(2-oxopropyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one (2.0 g, 0.007 moles) and dimethylamine (5 g, 0.111 moles). Recrystallization from ethanol gave the product (1.2 g) as the dihydrochloride 10:7 hydrate, mp 224° C. (dec.).

Workup

  1. customPrepared by the method
  2. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-236b3fc87bc5490fb5d2ef96687ff413
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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