Dimethylamine → 3-[2-(Dimethylamino)propyl]-1,2,3,4-tetrahydro-8,9-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 851211Notes

Reaction equation

HRID 851211 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[C:9]3[CH2:14][CH2:13][N:12]([CH2:15][C:16](=O)[CH3:17])[CH2:11][C:10]=3[C:19](=[O:21])[O:20][C:4]=2[CH:3]=1.[CH3:22][NH:23][CH3:24]>>[CH3:22][N:23]([CH3:24])[CH:16]([CH3:17])[CH2:15][N:12]1[CH2:13][CH2:14][C:9]2[C:5]3[CH:6]=[C:7]([CH3:8])[C:2]([CH3:1])=[CH:3][C:4]=3[O:20][C:19](=[O:21])[C:10]=2[CH2:11]1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 131369311,2,3,4-Tetrahydro-8,9-dimethyl-3-(2-oxopropyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one

Product 1

HCID 131369543-[2-(Dimethylamino)propyl]-1,2,3,4-tetrahydro-8,9-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-oneYield 8.6%

Procedure

Prepared by the method described in Example 38 from 1,2,3,4-tetrahydro-8,9-dimethyl-3-(2-oxopropyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one (7.3 g, 0.026 moles) and dimethylamine (10.0 g, 0.22 moles). Several recrystallizations from acetonitrile yielded the product as the free base (0.7 g) mp 105°-107° C.

Workup

  1. customPrepared by the method
  2. customSeveral recrystallizations from acetonitrile

Sources & evidence

ORD record
ord-ea8f689b617c48e9bee41639cff4bc97
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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