Dimethylformamide → Ethyl 3-chloro-4-(5-methyl-morpholin-3-on-4-yl)-benzoate

HRID 2094336Notes

Reaction equation

HRID 2094336 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH:13][CH:14]([CH3:21])[CH2:15][O:16][CH2:17][C:18](O)=[O:19])[C:5]([O:7][CH2:8][CH3:9])=[O:6].S(Cl)(Cl)=O.CN(C=O)C>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[N:13]1[CH:14]([CH3:21])[CH2:15][O:16][CH2:17][C:18]1=[O:19])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 67048486Ethyl 3-chloro-4-[2-(hydroxycarbonylmethoxy)-1-methyl-ethylamino]-benzoate

Product 1

HCID 67049237Ethyl 3-chloro-4-(5-methyl-morpholin-3-on-4-yl)-benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared analogously to Example 41c from ethyl 3-chloro-4-[2-(hydroxycarbonyl-methoxy)-1-methyl-ethylamino]-benzoate and thionyl chloride with DMF in dichloromethane.

Sources & evidence

ORD record
ord-131017e184784e7487ff55e96cb0295c
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

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