Cesium carbonate → N-[4-chloro-3-(2-morpholin-4-yl-ethoxy)-phenyl]-acetamide

HRID 330785Notes

Reaction equation

HRID 330785 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[CH:4][C:3]=1[OH:12].C(=O)([O-])[O-].[Cs+].[Cs+].Cl.Cl[CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[CH:4][C:3]=1[O:12][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 14122483N-(4-Chloro-3-hydroxyphenyl)acetamide

Product 1

HCID 86684780N-[4-chloro-3-(2-morpholin-4-yl-ethoxy)-phenyl]-acetamideYield 69%

Procedure

The compound 23a was prepared by using the general procedure H, as given in Example 9, in 69% yield starting from 17a, with 2.5 eq of cesium carbonate and 1.1 eq of 4-(2-chloroethyl) morpholine hydrochloride.

Sources & evidence

ORD record
ord-b7ec9259fc1742a1a147474dad6ba6dd
Source dataset
uspto-grants-2014_11
Patent number
US08877752B2

Reaction notes

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