Potassium Carbonate → HCID 67272677, compound

HRID 250892Notes

Reaction equation

HRID 250892 reaction equation
I[CH2:2][CH2:3][C:4]([F:7])([F:6])[F:5].[CH2:8]([NH:15][C:16](=[O:38])[N:17]([C:19]1[CH:20]=[C:21]([C:25]2[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:27][C:26]=2[OH:37])[CH:22]=[CH:23][CH:24]=1)[CH3:18])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:8]([NH:15][C:16](=[O:38])[N:17]([C:19]1[CH:20]=[C:21]([C:25]2[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:27][C:26]=2[O:37][CH2:2][CH2:3][C:4]([F:7])([F:6])[F:5])[CH:22]=[CH:23][CH:24]=1)[CH3:18])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1561651,1,1-Trifluoro-3-iodopropaneHCID 11582687Methyl 3-[3'-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate

Product 1

HCID 67272677HCID 67272677, compoundYield 8.2%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In a manner similar to that of Example (25a), by reaction of 1.0 mL (8.52 mmol, 7.3 eq) 1-iodo-3,3,3-trifluoropropane and 500 mg (1.17 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, 3 eq) of potassium carbonate at 80° C. for 7 days, 50 mg of methyl 3-[3′-(3-heptyl-1-methylureido)-2-(3,3,3-trifluoropropoxy)biphenyl-4-yl]propanoate are obtained in oil form. Yield=8%

Sources & evidence

ORD record
ord-92a6a41375fc45ee95436667fe7e3be1
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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