8,9-dimethoxy-1,2,3,4-tetrahydro-5H-chromeno[3,4-c]pyridin-5-one → 1,2,3,4-Tetrahydro-8,9-dimethoxy-3-(1-methyl-2-morpholinoethyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one

HRID 597250Notes

Reaction equation

HRID 597250 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]2[C:11]3[CH2:16][CH2:15][NH:14][CH2:13][C:12]=3[C:17](=[O:19])[O:18][C:5]=2[CH:4]=1.Cl[CH:21]([CH3:29])[CH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]2[C:11]3[CH2:16][CH2:15][N:14]([CH:21]([CH3:29])[CH2:22][N:23]4[CH2:28][CH2:27][O:26][CH2:25][CH2:24]4)[CH2:13][C:12]=3[C:17](=[O:19])[O:18][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 108252898,9-dimethoxy-1,2,3,4-tetrahydro-5H-chromeno[3,4-c]pyridin-5-oneHCID 151044454-(2-Chloropropyl)morpholine

Product 1

HCID 214471701,2,3,4-Tetrahydro-8,9-dimethoxy-3-(1-methyl-2-morpholinoethyl)-5H-[1]benzopyrano[3,4-c]pyridin-5-one

Procedure

In the same way described in Example 5, 0.02 m of 1,2,3,4-tetrahydro-8,9-dimethoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one was alkylated with N-(2-chloropropyl)-morpholine to give, after recrystallization from 95% EtOH 1.3 g of product; mp 228°-230° C.

Workup

  1. customto give
  2. customafter recrystallization from 95% EtOH 1.3 g of product

Sources & evidence

ORD record
ord-667c7ade0c0e45ad918853e4541ec827
Source dataset
uspto-grants-1977_03
Patent number
US04013671

Reaction notes

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