Piperidine, 1-(2-chloroethyl)-, hydrochloride → 1,2,3,4-Tetrahydro-8,9-dimethyl-3[2-(piperidino)-ethyl]-5H-[1]benzopyrano[3,4-c]pyridine-5-one

HRID 328672Notes

Reaction equation

HRID 328672 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[C:9]3[CH2:14][CH2:13][NH:12][CH2:11][C:10]=3[C:15](=[O:17])[O:16][C:4]=2[CH:3]=1.Cl.Cl[CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C(N(CC)CC)C>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[C:9]3[CH2:14][CH2:13][N:12]([CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]4)[CH2:11][C:10]=3[C:15](=[O:17])[O:16][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 131369151,2,3,4-Tetrahydro-8,9-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one

Product 1

HCID 133610161,2,3,4-Tetrahydro-8,9-dimethyl-3[2-(piperidino)-ethyl]-5H-[1]benzopyrano[3,4-c]pyridine-5-oneYield 80.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In the same way as described in example 3, 4.2g of 1,2,3,4-tetrahydro-8,9-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one, 4.05g of N-chloroethylpiperidine hydrochloride and 4.4g of triethylamine gave 5.0g of crude base. Crystallization from actronitrile gave analytical material, m.p. 142°-5° C.

Sources & evidence

ORD record
ord-b7095acb89464063838982a75d02fcc6
Source dataset
uspto-grants-1977_04
Patent number
US04018766

Reaction notes

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