Triethylamine → HCID 21509552, compound

HRID 1576744Notes

Reaction equation

HRID 1576744 reaction equation
[N:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][C:12]3[C:15]4[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:16]=4[O:17][C:18](=[O:19])[C:11]=3[CH2:10]2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:28][CH2:29][CH2:30][N:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1.C(N(CC)CC)C>C(O)C>[ClH:28].[ClH:28].[ClH:28].[CH3:27][O:26][C:21]1[C:22]([O:24][CH3:25])=[CH:23][C:15]2[C:12]3[CH2:13][CH2:14][N:9]([CH2:8][CH2:7][N:1]4[CH2:6][CH2:5][N:4]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH2:3][CH2:2]4)[CH2:10][C:11]=3[C:18](=[O:19])[O:17][C:16]=2[CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 767274-(2-Chloroethyl)morpholineHCID 21509554HCID 21509554, compound

Product 1

HCID 21509552HCID 21509552, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.01m of 3-[2-(1-piperazinyl)ethyl]-1,2,3,4-tetrahydro-8,9-dimethoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one, 0.011m of N-2-chloroethylmorpholine and 0.011m of triethylamine in 200ml of ethanol was refluxed for 6 hours. The mixture was filtered while hot and treated immediately with excess HCl gas. Recrystallization of the crude product from 4:1 methanol-water afforded pure material, m.p. 262°-4° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. filtrationThe mixture was filtered while hot and
  3. additiontreated immediately with excess HCl gas
  4. customRecrystallization of the crude product from 4:1 methanol-water afforded pure material, m.p. 262°-4° C.

Sources & evidence

ORD record
ord-c98c933b8d014604b5e15478e7aa03fb
Source dataset
uspto-grants-1976_09
Patent number
US03983110

Reaction notes

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