N-tert-Butylethylamine → 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid tert-butyl-ethyl-amide

HRID 1480163Notes

Reaction equation

HRID 1480163 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[CH2:19]([NH:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH3:20]>>[C:22]([N:21]([CH2:19][CH3:20])[C:10]([C:7]1[CH:6]=[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:4]([CH:1]2[CH2:2][CH2:3]2)=[CH:9][N:8]=1)=[O:12])([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 521156N-tert-ButylethylamineHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 902040855-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid tert-butyl-ethyl-amide

Procedure

The title compound was synthesized in analogy to Example 23b, using 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 48c) and N-ethyl-2-methylpropan-2-amine (CAN 4432-77-3) as starting materials and isolated (50 mg, 47%) as a light yellow solid; MS (ESI, m/z): 345.7 (M+H+).

Workup

  1. customisolated (50 mg, 47%) as a light yellow solid

Sources & evidence

ORD record
ord-96446e79cf2a45d7b81924bdf8d4b8e1
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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