2-Amino-2,4,4-trimethylpentanenitrile → 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-cyano-1,3,3-trimethyl-butyl)-amide

HRID 1480148Notes

Reaction equation

HRID 1480148 reaction equation
[Cl:1][C:2]1[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[NH2:17][C:18]([CH3:26])([CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])[C:19]#[N:20]>>[C:19]([C:18]([NH:17][C:8]([C:5]1[CH:4]=[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[C:2]([Cl:1])=[CH:7][N:6]=1)=[O:10])([CH3:26])[CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])#[N:20]

Participants

3

Reactant 2

HCID 214313482-Amino-2,4,4-trimethylpentanenitrileHCID 902040145-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 1185541805-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-cyano-1,3,3-trimethyl-butyl)-amide

Procedure

The title compound was synthesized in analogy to Example 78e, using 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 24c) and 2-amino-2,4,4-trimethylpentanenitrile (CAN 65260-84-6) as starting materials and isolated (643 mg, 87%) as a yellow oil; MS (ESI, m/z): 378.4 (M+H+).

Workup

  1. customisolated (643 mg, 87%) as a yellow oil

Sources & evidence

ORD record
ord-448f9c188a7a4a6b8c91ffdd4f2a6ca5
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

Loading…