Leucinamide → 6-(2-Methyl-propane-1-sulfonyl)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-3-methyl-butyl)-amide

HRID 927786Notes

Reaction equation

[CH2:1]([S:5]([C:8]1[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6])[CH:2]([CH3:4])[CH3:3].[NH2:17][C@@H:18]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:19]([NH2:21])=[O:20]>>[C:19]([C@@H:18]([NH:17][C:14]([C:12]1[CH:11]=[CH:10][CH:9]=[C:8]([S:5]([CH2:1][CH:2]([CH3:3])[CH3:4])(=[O:6])=[O:7])[N:13]=1)=[O:16])[CH2:22][CH:23]([CH3:25])[CH3:24])(=[O:20])[NH2:21]

Participants

Reactant 2

HCID 69640Leucinamide

HCID 710872496-(Isobutylsulfonyl)picolinic acid

Product 1

HCID 711057156-(2-Methyl-propane-1-sulfonyl)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-3-methyl-butyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-(isobutylsulfonyl)picolinic acid and (2S)-2-amino-4-methyl-pentanamide (CAN 687-51-4) as starting materials. MS (EI): m/e=356.2 [M+H]+.

Sources & evidence

ORD record: ord-ebaa7354af474531a1956f0ef835bf9c
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290451B2

Reaction notes

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