Leucinamide → 5-(3,3-Difluoro-azetidin-1-yl)-6-(2-methoxy-ethoxy)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-3-methyl-butyl)-amide

HRID 632214Notes

Reaction equation

HRID 632214 reaction equation
[F:1][C:2]1([F:20])[CH2:5][N:4]([C:6]2[CH:7]=[CH:8][C:9]([C:17]([OH:19])=O)=[N:10][C:11]=2[O:12][CH2:13][CH2:14][O:15][CH3:16])[CH2:3]1.[NH2:21][C@@H:22]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:23]([NH2:25])=[O:24]>>[C:23]([C@@H:22]([NH:21][C:17]([C:9]1[CH:8]=[CH:7][C:6]([N:4]2[CH2:3][C:2]([F:1])([F:20])[CH2:5]2)=[C:11]([O:12][CH2:13][CH2:14][O:15][CH3:16])[N:10]=1)=[O:19])[CH2:26][CH:27]([CH3:29])[CH3:28])(=[O:24])[NH2:25]

Participants

3

Reactant 2

HCID 69640LeucinamideHCID 710873745-(3,3-Difluoro-azetidin-1-yl)-6-(2-methoxy-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 711056355-(3,3-Difluoro-azetidin-1-yl)-6-(2-methoxy-ethoxy)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-3-methyl-butyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-(3,3-difluoro-azetidin-1-yl)-6-(2-methoxy-ethoxy)-pyridine-2-carboxylic acid and (2S)-2-amino-4-methyl-pentanamide (CAN 687-51-4) as starting materials, MS (EI): m/e=401.1 [M+H]+.

Sources & evidence

ORD record
ord-eebda0dcd30f4f338aae2f343e982b9b
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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