Ethyl 3-(methylamino)propanoate → 3-[({4-[Cyclohexyl(5-cyclohexyl-2-ethylthiophen-3-yl)methoxy]phenyl}carbonyl)(methyl)amino]propanoic acid

HRID 1877006Notes

Reaction equation

HRID 1877006 reaction equation
[CH:1]1([CH:7]([C:18]2[CH:22]=[C:21]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[S:20][C:19]=2[CH2:29][CH3:30])[O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:31][NH:32][CH2:33][CH2:34][C:35]([O:37]CC)=[O:36]>>[CH:1]1([CH:7]([C:18]2[CH:22]=[C:21]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[S:20][C:19]=2[CH2:29][CH3:30])[O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([N:32]([CH3:31])[CH2:33][CH2:34][C:35]([OH:37])=[O:36])=[O:14])=[CH:11][CH:10]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 541480Ethyl 3-(methylamino)propanoateHCID 685124004-[Cyclohexyl(5-cyclohexyl-2-ethylthiophen-3-yl)methoxy]benzoic acid

Product 1

HCID 595294133-[({4-[Cyclohexyl(5-cyclohexyl-2-ethylthiophen-3-yl)methoxy]phenyl}carbonyl)(methyl)amino]propanoic acidYield 43%

Procedure

An operation similar to that in Example 69 (9) was performed using 4-[cyclohexyl(5-cyclohexyl-2-ethylthiophen-3-yl)methoxy]benzoic acid (200 mg) synthesized in Example 77 (4) and ethyl 3-(methylamino)propanoate (73.8 mg) to give the title compound (103 mg, 43%).

Sources & evidence

ORD record
ord-76448f8317304672b395670e44a57462
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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