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

HRID 1253778Notes

Reaction equation

HRID 1253778 reaction equation
[CH:1]1([C:6]2[CH:7]=[C:8]([NH2:18])[CH:9]=[N:10][C:11]=2[O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:19][O:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([CH:29]=1)[C:26](O)=[O:27]>>[CH:1]1([C:6]2[CH:7]=[C:8]([NH:18][C:26](=[O:27])[C:25]3[CH:29]=[C:21]([O:20][CH3:19])[CH:22]=[N:23][CH:24]=3)[CH:9]=[N:10][C:11]=2[O:12][CH2:13][C:14]([F:15])([F:16])[F:17])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 47383905-Methoxynicotinic acidHCID 712941725-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine

Product 1

HCID 71294176N-[5-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-5-methoxy-nicotinamideYield 55.9%

Procedure

This compound was prepared following the same procedure as described for Example 3 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine (Example 1c) (100 mg, 0.33 mmol) and 5-methoxy-nicotinic acid (50.49 mg, 0.33 mmol) as starting materials. The title compound (73 mg, 48.2%) was isolated as off white solid; MS (ESI): 396 [M+H]+.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-3ac5375a66344bd3a0177b9922edf92d
Source dataset
uspto-grants-2013_06
Patent number
US08455501B2

Reaction notes

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