Potassium Carbonate → Methyl 3-[2-cyclopropylmethoxy-3'-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate

HRID 250888Notes

Reaction equation

HRID 250888 reaction equation
[CH3:1][C:2]1(Br)[CH2:4][CH2:3]1.[CH2:6]([NH:13][C:14](=[O:36])[N:15]([C:17]1[CH:18]=[C:19]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])=[CH:25][C:24]=2[OH:35])[CH:20]=[CH:21][CH:22]=1)[CH3:16])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH:4]1([CH2:3][O:35][C:24]2[CH:25]=[C:26]([CH2:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])[CH:27]=[CH:28][C:23]=2[C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([N:15]([CH3:16])[C:14]([NH:13][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[O:36])[CH:18]=2)[CH2:2][CH2:1]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11582687Methyl 3-[3'-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoateHCID 148649461-Bromo-1-methylcyclopropane

Product 1

HCID 67272879Methyl 3-[2-cyclopropylmethoxy-3'-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In a manner similar to that of Example (25a), by reaction of 170 μL (1.75 mmol, 1.5 eq) of methylcyclopropyl bromide 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, methyl 3-[2-cyclopropylmethoxy-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-1f755b8badbb458899ea68550e9fac54
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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