Potassium Carbonate → HCID 67273119, compound

HRID 250913Notes

Reaction equation

HRID 250913 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5]Br)[CH3:2].[CH2:7]([NH:14][C:15](=[O:37])[N:16]([C:18]1[CH:19]=[C:20]([C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])=[CH:26][C:25]=2[OH:36])[CH:21]=[CH:22][CH:23]=1)[CH3:17])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:1]([O:3][CH2:4][CH2:5][O:36][C:25]1[CH:26]=[C:27]([CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:29][C:24]=1[C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([N:16]([CH3:17])[C:15]([NH:14][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:37])[CH:19]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 611412-Bromoethyl ethyl etherHCID 11582687Methyl 3-[3'-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate

Product 1

HCID 67273119HCID 67273119, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In a manner similar to that of Example (25a), by reaction of 500 μL (4.43 mmol, 5.4 eq) of 2-bromoethyl ethyl ether and 350 mg (0.82 mmol, 1 eq) of methyl 3-[3′-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate (prepared in Example 15f) in 10 ml of methyl ethyl ketone in the presence of 500 mg (3.61 mmol, 4.4 eq) of potassium carbonate at 90° C. for 12 hours, methyl 3-[2-(2-ethoxyethoxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate is obtained in oil form and is used in the following reaction without further purification.

Sources & evidence

ORD record
ord-a91ece35bcf54c849f64845c8307a8a7
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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