Cesium carbonate → HCID 69099493, compound

HRID 2251481Notes

Reaction equation

HRID 2251481 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[N:7][CH:8]=1)[CH3:2].Br[CH:20]([CH3:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22].C([O-])([O-])=O.[Cs+].[Cs+]>CC#N>[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([NH:9][CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH:20]([CH3:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][CH:17]=2)=[N:7][CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 79040Ethyl 2-bromopropionateHCID 59643255HCID 59643255, compound

Product 1

HCID 69099493HCID 69099493, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Alkylation of 4-{2-[(5-Ethylpyrimidin-2-yl)amino]ethyl}phenol (135 mg; 0.56 mmol) with ethyl 2-bromopropionate (0.18 ml; 1.39 mmol) as per general procedure C (conditions: 2 eq Cs2CO3, MeCN, 60C, 4 hr). provided ethyl 2-(4-{2-[(5-ethylpyrimidin-2-yl)amino]ethyl}phenoxy)propanoate (143 mg; 75% yield).

Sources & evidence

ORD record
ord-a3c115ddf27e40c79befb9a3f4734535
Source dataset
uspto-grants-2008_01
Patent number
US07319104B2

Reaction notes

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