2-Amino-3-methanesulfonyl-2-methyl-propionitrile → 5-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (methanesulfonylmethyl-methyl-cyano-methyl)-amide

HRID 1480161Notes

Reaction equation

HRID 1480161 reaction equation
[Br:1][C:2]1[C:3]([O:11][C@@H:12]([CH3:17])[C:13]([F:16])([F:15])[F:14])=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[NH2:18][C:19]([CH3:27])([CH2:22][S:23]([CH3:26])(=[O:25])=[O:24])[C:20]#[N:21]>>[CH3:26][S:23]([CH2:22][C:19]([NH:18][C:8]([C:5]1[CH:4]=[C:3]([O:11][C@@H:12]([CH3:17])[C:13]([F:16])([F:15])[F:14])[C:2]([Br:1])=[CH:7][N:6]=1)=[O:10])([CH3:27])[C:20]#[N:21])(=[O:25])=[O:24]

Participants

3

Reactant 2

HCID 902033722-Amino-3-methanesulfonyl-2-methyl-propionitrileHCID 902035505-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 1185541845-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (methanesulfonylmethyl-methyl-cyano-methyl)-amide

Procedure

The title compound was synthesized in analogy to Example 78e, using 5-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (Example 96d) and 2-Amino-3-methanesulfonyl-2-methyl-propionitrile (Example 80a) as starting materials and isolated (690 mg, 50%) as a yellow oil; MS (ESI, m/z): 458.3 (M+H+).

Workup

  1. customisolated (690 mg, 50%) as a yellow oil

Sources & evidence

ORD record
ord-79ca9f89069d4e1aa3ef20dfc74ead25
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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