6-(4-Fluorobenzyl)picolinic acid → 6-(4-Fluoro-benzyl)-pyridine-2-carboxylic acid ((R)-2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide

HRID 927719Notes

Reaction equation

HRID 927719 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[N:12]=[C:11]([C:13]([OH:15])=O)[CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl.[F:19][C:20]([F:30])([F:29])[C@@H:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1)[NH2:22]>>[F:30][C:20]([F:19])([F:29])[C@H:21]([NH:22][C:13]([C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:17][CH:16]=2)[N:12]=1)=[O:15])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1

Participants

3

Reactant 2

HCID 710874636-(4-Fluorobenzyl)picolinic acidHCID 71087763(R)-2,2,2-trifluoro-1-(pyridin-2-yl)ethan-1-amine hydrochloride

Product 1

HCID 711056866-(4-Fluoro-benzyl)-pyridine-2-carboxylic acid ((R)-2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-(4-fluorobenzyl)picolinic acid (Example 277 a) and (R)-2,2,2-trifluoro-1-(pyridin-2-yl)ethanamine hydrochloride (CAN 1228565-87-4) as starting materials. MS (EI): m/e=390.1 [M+H]+.

Sources & evidence

ORD record
ord-07ab728407044d56986a187827e2b4b0
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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