Ethyl 3-(methylamino)propanoate → 3-[({4-[(Cyclohexyl{2-ethyl-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}methyl)amino]phenyl}carbonyl)(methyl)amino]propanoic acid

HRID 1876996Notes

Reaction equation

HRID 1876996 reaction equation
[CH:1]1([CH:7]([NH:25][C:26]2[CH:34]=[CH:33][C:29]([C:30]([OH:32])=O)=[CH:28][CH:27]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[S:10][C:9]=2[CH2:23][CH3:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:35][NH:36][CH2:37][CH2:38][C:39]([O:41]CC)=[O:40]>>[CH:1]1([CH:7]([NH:25][C:26]2[CH:27]=[CH:28][C:29]([C:30]([N:36]([CH3:35])[CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[O:32])=[CH:33][CH:34]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[CH:15][CH:14]=3)[S:10][C:9]=2[CH2:23][CH3:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 541480Ethyl 3-(methylamino)propanoateHCID 685081074-[(Cyclohexyl{2-ethyl-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}methyl)amino]benzoic acid

Product 1

HCID 595293573-[({4-[(Cyclohexyl{2-ethyl-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}methyl)amino]phenyl}carbonyl)(methyl)amino]propanoic acidYield 46.1%

Procedure

An operation similar to that in Example 69 (9) was performed using 4-[(cyclohexyl{2-ethyl-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}methyl)amino]benzoic acid (143 mg) synthesized in Example 71 (2) and ethyl 3-(methylamino)propanoate (45.9 mg) to give the title compound (77.4 mg, 46%).

Sources & evidence

ORD record
ord-bdedee42a001442aac4a434086f784a2
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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