(2S)-2-amino-N,4,4-trimethyl-pentanamide → 5-Cyclopropyl-N-((S)-4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)-6-((tetrahydrofuran-2-yl)methoxy)picolinamide

HRID 632246Notes

Reaction equation

HRID 632246 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:17]([OH:19])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][O:13]2)[CH2:3][CH2:2]1.[NH2:20][C@@H:21]([CH2:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:22]([NH:24][CH3:25])=[O:23]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:17]([NH:20][C@@H:21]([CH2:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:22]([NH:24][CH3:25])=[O:23])=[O:19])=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][O:13]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 57635521(2S)-2-amino-N,4,4-trimethyl-pentanamideHCID 710872545-Cyclopropyl-6-(tetrahydro-furan-2-ylmethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 710873835-Cyclopropyl-N-((S)-4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)-6-((tetrahydrofuran-2-yl)methoxy)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(tetrahydro-furan-2-ylmethoxy)-pyridine-2-carboxylic acid (Example 166 b) and (2S)-2-amino-N,4,4-trimethyl-pentanamide (CAN 1160161-70-5) as starting materials, MS (EI): m/e=404.1 [M+H]+.

Sources & evidence

ORD record
ord-49e40aff35a043e0ad7ec7064860712f
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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