2-Amino-2-ethyl-N-methyl-butyramide → 5-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid (1-ethyl-1-methylcarbamoyl-propyl)-amide

HRID 927744Notes

Reaction equation

HRID 927744 reaction equation
FC(F)(C(F)(F)F)COC1N=C(C(O)=O)C=CC=1.[CH:19]1([C:22]2[CH:23]=[CH:24][C:25]([C:37]([OH:39])=O)=[N:26][C:27]=2[O:28][CH2:29][C:30]([F:36])([F:35])[C:31]([F:34])([F:33])[F:32])[CH2:21][CH2:20]1.[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:37]([C:25]1[CH:24]=[CH:23][C:22]([CH:19]2[CH2:21][CH2:20]2)=[C:27]([O:28][CH2:29][C:30]([F:35])([F:36])[C:31]([F:34])([F:33])[F:32])[N:26]=1)=[O:39])([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 866747885-Cyclopropyl-6-(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) 97%, 438.1810 (M+H)+.

Workup

  1. customthe product was isolated by preparative HPLC

Sources & evidence

ORD record
ord-936ee4c3f3d549b0b83b696534b27b5e
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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