2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-amine → 5-Cyclopropyl-6-(tetrahydro-pyran-4-ylmethoxy)-pyridine-2-carboxylic acid (2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide

HRID 632278Notes

Reaction equation

HRID 632278 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([OH:20])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH2:3][CH2:2]1.C1(C2C=CC(C(O)=O)=NC=2OCC2CCCO2)CC1.[F:40][C:41]([F:51])([F:50])[CH:42]([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=1)[NH2:43]>>[F:51][C:41]([F:40])([F:50])[CH:42]([NH:43][C:18]([C:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:2][CH2:3]2)=[C:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[N:8]=1)=[O:20])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=1

Participants

4

Reactant 3

HCID 252199112,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-amineHCID 710872545-Cyclopropyl-6-(tetrahydro-furan-2-ylmethoxy)-pyridine-2-carboxylic acidHCID 710875605-Cyclopropyl-6-(tetrahydro-pyran-4-ylmethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 711056545-Cyclopropyl-6-(tetrahydro-pyran-4-ylmethoxy)-pyridine-2-carboxylic acid (2,2,2-trifluoro-1-pyridin-2-yl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(tetrahydro-pyran-4-ylmethoxy)-pyridine-2-carboxylic acid (which can e.g. be prepared in a similar manner than 5-cyclopropyl-6-(tetrahydro-furan-2-ylmethoxy)-pyridine-2-carboxylic acid (Example 166 b)) and 2,2,2-trifluoro-1-(pyridin-2-yl)ethanamine (CAN 503173-14-6) as starting materials, MS (EI): m/e=436.1 [M+H]+.

Sources & evidence

ORD record
ord-517e35a0a379423190659aa67311f898
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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