2-Amino-2-ethyl-N-methyl-butyramide → 6-(2,2,3,3,3-Pentafluoro-propoxy)-pyridine-2-carboxylic acid (1-ethyl-1-methylcarbamoyl-propyl)-amide

HRID 632357Notes

Reaction equation

HRID 632357 reaction equation
[F:1][C:2]([F:18])([C:14]([F:17])([F:16])[F:15])[CH2:3][O:4][C:5]1[N:10]=[C:9]([C:11]([OH:13])=O)[CH:8]=[CH:7][CH:6]=1.C1(C2C=CC(C(O)=O)=NC=2OCC(F)(F)C(F)(F)F)CC1.[NH2:40][C:41]([CH2:48][CH3:49])([CH2:46][CH3:47])[C:42]([NH:44][CH3:45])=[O:43]>>[CH2:46]([C:41]([NH:40][C:11]([C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([O:4][CH2:3][C:2]([F:1])([F:18])[C:14]([F:17])([F:16])[F:15])[N:10]=1)=[O:13])([C:42](=[O:43])[NH:44][CH3:45])[CH2:48][CH3:49])[CH3:47]

Participants

4

Reactant 3

HCID 798103702-Amino-2-ethyl-N-methyl-butyramideHCID 866747866-(2,2,3,3,3-Pentafluoro-propoxy)-pyridine-2-carboxylic acidHCID 866747875-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid

Product 1

HCID 714912926-(2,2,3,3,3-Pentafluoro-propoxy)-pyridine-2-carboxylic acid (1-ethyl-1-methylcarbamoyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using the mixture of 6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid and 5-cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid (Example 297b) and 2-amino-2-ethyl-N-methyl-butyramide (Example 70b) as starting materials, the product was isolated by preparative HPLC; LC-MS (UV peak area/ESI) 100%, 398.1488 (M+H)+.

Workup

  1. customthe product was isolated by preparative HPLC

Sources & evidence

ORD record
ord-440938c2dc54447da4656daff9314a2a
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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