2-amino-2-cyclopropylpropanenitrile → 5-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (methyl-cyano-cyclopropylmethyl)-amide

HRID 1480159Notes

Reaction equation

HRID 1480159 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]([CH:23]1[CH2:25][CH2:24]1)([CH3:22])[C:20]#[N:21]>>[CH3:22][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])([C:20]#[N:21])[CH:23]1[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 37919192-amino-2-cyclopropylpropanenitrileHCID 902035505-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 1185542755-Bromo-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (methyl-cyano-cyclopropylmethyl)-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-2-cyclopropylpropanenitrile (CAN 37024-73-0) as starting materials and isolated (607 mg, 65%) as a yellow oil; MS (ESI, m/z): 420.4 (M+H+).

Workup

  1. customisolated (607 mg, 65%) as a yellow oil

Sources & evidence

ORD record
ord-a9d51a617e524e3dace76e751b400148
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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