5-Methoxynicotinic acid → N-[5-cyclohexyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-5-methoxy-nicotinamide

HRID 1253790Notes

Reaction equation

HRID 1253790 reaction equation
[CH:1]1([C:7]2[CH:8]=[C:9]([NH2:19])[CH:10]=[N:11][C:12]=2[O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:20][O:21][C:22]1[CH:23]=[N:24][CH:25]=[C:26]([CH:30]=1)[C:27](O)=[O:28]>>[CH:1]1([C:7]2[CH:8]=[C:9]([NH:19][C:27](=[O:28])[C:26]3[CH:30]=[C:22]([O:21][CH3:20])[CH:23]=[N:24][CH:25]=3)[CH:10]=[N:11][C:12]=2[O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 47383905-Methoxynicotinic acidHCID 712941485-Cyclohexyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine

Product 1

HCID 71294424N-[5-cyclohexyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-5-methoxy-nicotinamideYield 56.3%

Procedure

This compound was prepared following the same procedure as described for Example 3 using 5-cyclohexyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine (Example 8b) (100 mg, 0.36 mmol) and 5-methoxy-nicotinic acid (50.5 mg, 0.33 mmol) as starting materials. The title compound (76 mg, 51.0%) was isolated as off white solid; MS (ESI): 410 [M+H]+.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-10b0beb05bd94272aa8dc2f5fc955c52
Source dataset
uspto-grants-2013_06
Patent number
US08455501B2

Reaction notes

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