(2S)-2-amino-N,4,4-trimethyl-pentanamide → 5-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid ((S)-3,3-dimethyl-1-methylcarbamoyl-butyl)-amide

HRID 632359Notes

Reaction equation

HRID 632359 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](O)=[O:38])=[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@@H:41]([CH2:46][C:47]([CH3:50])([CH3:49])[CH3:48])[C:42]([NH:44][CH3:45])=[O:43]>>[CH3:48][C:47]([CH3:50])([CH3:49])[CH2:46][C@H:41]([NH:40][C:37]([C:25]1[CH:24]=[CH:23][C:22]([CH:19]2[CH2:20][CH2:21]2)=[C:27]([O:28][CH2:29][C:30]([F:35])([F:36])[C:31]([F:32])([F:33])[F:34])[N:26]=1)=[O:38])[C:42](=[O:43])[NH:44][CH3:45]

Participants

4

Reactant 3

HCID 57635521(2S)-2-amino-N,4,4-trimethyl-pentanamideHCID 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 866747895-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid ((S)-3,3-dimethyl-1-methylcarbamoyl-butyl)-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 (2S)-2-amino-N,4,4-trimethyl-pentanamide (CAN 1160161-70-5) as starting materials, the product was isolated by preparative HPLC; LC-MS (UV peak area/ESI) 100%, 452.1962 (M+H)+.

Workup

  1. customthe product was isolated by preparative HPLC

Sources & evidence

ORD record
ord-e5639b9e40434a30b2079e77f8a4dec9
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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