5-Cyclopropyl-6-((S)-3-hydroxy-1-trifluoromethyl-propoxy)-pyridine-2-carboxylic acid → 5-Cyclopropyl-6-((S)-3-hydroxy-1-trifluoromethyl-propoxy)-pyridine-2-carboxylic acid (1-ethyl-1-methylcarbamoyl-propyl)-amide

HRID 632388Notes

Reaction equation

HRID 632388 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:19](O)=[O:20])=[N:8][C:9]=2[O:10][C@H:11]([C:15]([F:18])([F:17])[F:16])[CH2:12][CH2:13][OH:14])[CH2:3][CH2:2]1.[NH2:22][C:23]([CH2:30][CH3:31])([CH2:28][CH3:29])[C:24]([NH:26][CH3:27])=[O:25]>>[CH2:28]([C:23]([NH:22][C:19]([C:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:3][CH2:2]2)=[C:9]([O:10][C@H:11]([C:15]([F:16])([F:18])[F:17])[CH2:12][CH2:13][OH:14])[N:8]=1)=[O:20])([C:24](=[O:25])[NH:26][CH3:27])[CH2:30][CH3:31])[CH3:29]

Participants

3

Reactant 2

HCID 710872875-Cyclopropyl-6-((S)-3-hydroxy-1-trifluoromethyl-propoxy)-pyridine-2-carboxylic acidHCID 798103702-Amino-2-ethyl-N-methyl-butyramide

Product 1

HCID 710936595-Cyclopropyl-6-((S)-3-hydroxy-1-trifluoromethyl-propoxy)-pyridine-2-carboxylic acid (1-ethyl-1-methylcarbamoyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-((S)-3-hydroxy-1-trifluoromethyl-propoxy)-pyridine-2-carboxylic acid (Example 319a) and 2-amino-2-ethyl-N-methyl-butyramide (Example 70b) as starting materials; MS (EI) 432.4 (M+H)+.

Sources & evidence

ORD record
ord-b40e3b3c6ea64b8cbbaf6ce6a55146ed
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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