4-Benzyl-2-(chloromethyl)morpholine → 4-Benzyl-2-(1-phenyl-2,3-dihydro-imidazo(4,5-b)pyridin-2-on-3-yl-methyl)-morpholine hydrochloride

HRID 1112349Notes

Reaction equation

HRID 1112349 reaction equation
[C:1]1([N:7]2[C:15]3[C:10](=[N:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:17][CH2:18][CH:19]1[O:24][CH2:23][CH2:22][N:21]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:20]1>>[ClH:17].[CH2:25]([N:21]1[CH2:22][CH2:23][O:24][CH:19]([CH2:18][N:9]2[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:15]3[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]2=[O:16])[CH2:20]1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 28015624-Benzyl-2-(chloromethyl)morpholineHCID 213212751-Phenyl-2,3-dihydroimidazo(4,5-b)pyridin-2-one

Product 1

HCID 706017304-Benzyl-2-(1-phenyl-2,3-dihydro-imidazo(4,5-b)pyridin-2-on-3-yl-methyl)-morpholine hydrochlorideYield 43.5%

Procedure

The condensation of 0.1 mol of 1-phenyl-2,3-dihydroimidazo(4,5-b)pyridin-2-one and of 0.1 mol of 2-chloromethyl-4-benzyl-morpholine is carried out in accordance with the procedure of Example 1. Recrystallization of the product from a 50/25 mixture of ethyl acetate and isopropanol gives 19 g of 4-benzyl-2-(1-phenyl-2,3-dihydroimidazo (4,5-b)pyridin- 2-on-3-yl-methyl)-morpholine hydrochloride, m.p. 214° C.

Workup

  1. customRecrystallization of the product
  2. additionfrom a 50/25 mixture of ethyl acetate and isopropanol

Sources & evidence

ORD record
ord-62090bd0097647f5bc9e0edb821c578a
Source dataset
uspto-grants-1978_10
Patent number
US04122175

Reaction notes

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