Leucinamide hydrochloride → 5-Cyclopropyl-6-(2-methyl-propane-1-sulfonyl)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-3-methyl-butyl)-amide

HRID 632430

Reaction equation

[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:17]([OH:19])=O)=[N:8][C:9]=2[S:10]([CH2:13][CH:14]([CH3:16])[CH3:15])(=[O:12])=[O:11])[CH2:3][CH2:2]1.Cl.[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:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:2][CH2:3]2)=[C:9]([S:10]([CH2:13][CH:14]([CH3:15])[CH3:16])(=[O:11])=[O:12])[N:8]=1)=[O:19])[CH2:26][CH:27]([CH3:29])[CH3:28])(=[O:24])[NH2:25]

Participants

Reactant 2

HCID 2733199Leucinamide hydrochloride

HCID 710877315-Cyclopropyl-6-(isobutylsulfonyl)picolinic acid

Product 1

HCID 711057365-Cyclopropyl-6-(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 5-cyclopropyl-6-(isobutylsulfonyl)picolinic acid and (S)-2-amino-4-methylpentanamide hydrochloride (CAN 687-51-4) as starting materials. MS (EI): m/e=395.5 [M+H]+.

Sources & evidence

ORD record: ord-862a117aa3834fe4930ca0ad75e35215
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09321727B2

Linked notes

Loading…